Tag: 200-300

An iron(II)-based metalloradical system for intramolecular amination of C(sp²)-H and C(sp³)-H bonds: synthetic applications and mechanistic studies was written by Das, Sandip Kumar;Das, Subrata;Ghosh, Supratim;Roy, Satyajit;Pareek, Monika;Roy, Brindaban;Sunoj, Raghavan B.;Chattopadhyay, Buddhadeb. And the article was included in Chemical Science in 2022.Recommanded Product: Ethyl (2-bromophenyl)acetate This article mentions the following:

A catalytic system for intramol. C(sp²)-H and C(sp³)-H amination of substituted tetrazolopyridines was successfully developed. The amination reactions were developed using an iron-porphyrin based catalytic system. It was demonstrated that the same iron-porphyrin based catalytic system efficiently activates both the C(sp²)-H and C(sp³)-H bonds of the tetrazole as well as azide-featuring substrates with a high level of regioselectivity. The method exhibited an excellent functional group tolerance. The method afforded three different classes of high-value N-heterocyclic scaffolds. A number of important late-stage C-H aminations were performed to access important classes of mols. Detailed studies (exptl. and computational) showed that both the C(sp²)-H and C(sp³)-H amination reactions involve a metalloradical activation mechanism, which is different from the previously reported electro-cyclization mechanism. Collectively, this study reports the discovery of a new class of metalloradical activation modes using a base metal catalyst that should find wide application in the context of medicinal chem., drug discovery and industrial applications. In the experiment, the researchers used many compounds, for example, Ethyl (2-bromophenyl)acetate (cas: 2178-24-7Recommanded Product: Ethyl (2-bromophenyl)acetate).

Ethyl (2-bromophenyl)acetate (cas: 2178-24-7) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Recommanded Product: Ethyl (2-bromophenyl)acetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Lewis base-promoted carbon-carbon sp³-sp³ coupling reactions of 濞?silyl silylethers was written by Brekan, Jonathan A.;Chernyak, Dmitri;White, Kolby L.;Scheidt, Karl A.. And the article was included in Chemical Science in 2012.Application In Synthesis of 1-(3-Bromopropyl)-4-methoxybenzene This article mentions the following:

A Lewis base-promoted addition of 濞?silyl silylethers to primary halides has been developed. This new carbon-carbon sp³-sp³ bond-forming process accesses an unconventional reactivity pattern (d¹ synthon) from easily accessible precursors. The strategy accommodates a variety of primary alkyl, allylic and benzylic electrophiles and 濞?silyl silylethers. These d¹ synthons have also been used in the synthesis of cross pinacol and benzil products. Mechanistic studies indicate significant intermol. silyl group exchange during the reaction. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Application In Synthesis of 1-(3-Bromopropyl)-4-methoxybenzene).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Application In Synthesis of 1-(3-Bromopropyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and evaluation of benzenesulfonic acid derivatives as human neutrophil elastase (hNE) inhibitors was written by Xu, Yanzhao;Qi, Na;Wen, Hui;Zhang, Gang;Wang, Yuchen;Cui, Huaqing. And the article was included in Medicinal Chemistry Research in 2021.Name: 3-Bromobenzene-1-sulfonyl fluoride This article mentions the following:

Herein we report our investigation concerning the development of Human neutrophil elastase (hNE) inhibitors for the treatment of Acute Respiratory Distress Syndrome (ARDS). Various benzenesulfonic acid derived compounds were synthesized and evaluated as competitive inhibitors of hNE. Biol. screening revealed that compound 4f shows moderate inhibitory activity (IC50 = 35.2婵炴挾鎷? against hNE. Compound 4f was also superimposed onto the active center of hNE to understand the binding mode. In the experiment, the researchers used many compounds, for example, 3-Bromobenzene-1-sulfonyl fluoride (cas: 454-65-9Name: 3-Bromobenzene-1-sulfonyl fluoride).

3-Bromobenzene-1-sulfonyl fluoride (cas: 454-65-9) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Name: 3-Bromobenzene-1-sulfonyl fluoride

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Orthosteric-allosteric dual inhibitors of PfHT1 as selective antimalarial agents was written by Huang, Jian;Yuan, Yafei;Zhao, Na;Pu, Debing;Tang, Qingxuan;Zhang, Shuo;Luo, Shuchen;Yang, Xikang;Wang, Nan;Xiao, Yu;Zhang, Tuan;Liu, Zhuoyi;Sakata-Kato, Tomoyo;Jiang, Xin;Kato, Nobutaka;Yan, Nieng;Yin, Hang. And the article was included in Proceedings of the National Academy of Sciences of the United States of America in 2021.Recommanded Product: N-(5-Bromopentyl)phthalimide This article mentions the following:

Artemisinin-resistant malaria parasites have emerged and have been spreading, posing a significant public health challenge. Antimalarial drugs with novel mechanisms of action are therefore urgently needed. In this report, we exploit a ‘selective starvation’ strategy by inhibiting Plasmodium falciparum hexose transporter 1 (PfHT1), the sole hexose transporter in P. falciparum, over human glucose transporter 1 (hGLUT1), providing an alternative approach to fight against multidrug-resistant malaria parasites. The crystal structure of hGLUT3, which shares 80% sequence similarity with hGLUT1, was resolved in complex with C3361, a moderate PfHT1-specific inhibitor, at 2.3-闁?resolution Structural comparison between the present hGLUT3-C3361 and our previously reported PfHT1-C3361 confirmed the unique inhibitor binding-induced pocket in PfHT1. We then designed small mols. to simultaneously block the orthosteric and allosteric pockets of PfHT1. Through extensive structure-activity relationship studies, the TH-PF series was identified to selectively inhibit PfHT1 over hGLUT1 and potent against multiple strains of the blood-stage P. falciparum. Our findings shed light on the next-generation chemotherapeutics with a paradigm-shifting structure-based design strategy to simultaneously target the orthosteric and allosteric sites of a transporter. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Recommanded Product: N-(5-Bromopentyl)phthalimide).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Recommanded Product: N-(5-Bromopentyl)phthalimide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Borylation of Unactivated C(sp³)-H Bonds with Bromide as a Traceless Directing Group was written by Zhang, Ge;Li, Meng-Yao;Ye, Wen-Bo;He, Zhi-Tao;Feng, Chen-Guo;Lin, Guo-Qiang. And the article was included in Organic Letters in 2021.Electric Literature of C10H11BrO2 This article mentions the following:

A Pd-catalyzed alkyl C-H borylation of aryl bromides with bromide as a traceless directing group is described, providing a convenient approach to access alkyl boronates bearing a 閻?all-C quaternary stereocenter. The protocol features a broad substrate scope, excellent site selectivity, and good functional group tolerance. In the experiment, the researchers used many compounds, for example, Ethyl (2-bromophenyl)acetate (cas: 2178-24-7Electric Literature of C10H11BrO2).

Ethyl (2-bromophenyl)acetate (cas: 2178-24-7) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Electric Literature of C10H11BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Copper-catalyzed three-component reaction of arylhydrazine hydrochloride, DABSO, and NFSI for the synthesis of arenesulfonyl fluorides was written by Pan, Qijun;Liu, Yongan;Pang, Wan;Wu, Jingjing;Ma, Xiaoyu;Hu, Xiaojun;Guo, Yong;Chen, Qing-Yun;Liu, Chao. And the article was included in Organic & Biomolecular Chemistry in 2021.Name: 3-Bromobenzene-1-sulfonyl fluoride This article mentions the following:

This paper reports a convenient copper-catalyzed three-component conversion of arylhydrazine hydrochlorides RNHNH₂.HCl (R = 4-bromophenyl, naphthalen-2-yl, quinolin-7-yl, etc.) to arenesulfonyl fluorides RS(O)₂F in good yields under mild conditions, using 1,4-diazabicyclo [2.2.2]octane bis(sulfur dioxide) (DABSO) as a sulfonyl source and N-fluorobenzenesulfonimide (NFSI) as a fluorine source based on a radical sulfur dioxide insertion and fluorination strategy. Notably, arylhydrazine hydrochloride is used as a safe precursor of aryl radicals. In the experiment, the researchers used many compounds, for example, 3-Bromobenzene-1-sulfonyl fluoride (cas: 454-65-9Name: 3-Bromobenzene-1-sulfonyl fluoride).

3-Bromobenzene-1-sulfonyl fluoride (cas: 454-65-9) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon闁艰京鐗梤omine bond is electrophilic in nature. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Name: 3-Bromobenzene-1-sulfonyl fluoride

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cu²⁺ ion crosslinked carboxymethylcellulose/diatomite composite beads as an efficient catalyst for CuAAC reactions was written by Zeng, Fang;Zhang, Mingjuan;Li, Yiqun. And the article was included in Polymers for Advanced Technologies in 2021.Application of 76437-44-0 This article mentions the following:

Cu²⁺-crosslinked CM-cellulose/diatomite composite beads (CuII@CMC/DE) were prepared in simple and efficient way using ionic crosslinking techniques. In CuII@CMC/DE beads, diatomite serves as a reinforcing filler, and divalent copper cation acts as crosslinking agent. The chem. structure and morphol. of as-fabricated CuII@CMC/DE beads were well characterized using various techniques such as ICP, FT-IR, XRD, SEM, EDS, elemental mapping, TEM, XPS, and TGA. The CuII@CMC/DE beads exerted superior catalytic performance in CuAAC reactions of benzyl halides, sodium azide, and alkynes to yield regioselective 1,4-disubstituted-1,2,3-triazoles in excellent yields under green conditions. In these resultant catalytic composite beads, Cu²⁺ was used not only as a crosslinking agent but also as a metal catalyst for CuAAC reaction. The composite beads can be easily separated by filter and reused at least four times without any significant decrease on its activity and selectivity. In the experiment, the researchers used many compounds, for example, 1-(Bromomethyl)-4-fluoro-2-nitrobenzene (cas: 76437-44-0Application of 76437-44-0).

1-(Bromomethyl)-4-fluoro-2-nitrobenzene (cas: 76437-44-0) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon闁艰京鐗梤omine bond is electrophilic in nature. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Application of 76437-44-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Intramolecular Pd-Catalyzed Formal anti-Carboalkoxylation of Alkynes: Access to Tetrasubstituted Enol Ethers was written by Schitter, Theresa;Jones, Peter G.;Werz, Daniel B.. And the article was included in Chemistry – A European Journal in 2018.Computed Properties of C7H5Br2F This article mentions the following:

An intramol. Pd-catalyzed formal anti-carboalkoxylation reaction is presented that provides access to tetrasubstituted enol ethers. The key to success is a cascade consisting of a formal anti-carbopalladation of a carbon-carbon triple bond followed by a nucleophilic attack of a hydroxy group at the emerging vinyl organopalladium species. The desired transformation proceeded smoothly with primary, secondary, and tertiary alcs., and even with phenols. Depending on the substitution pattern of the enol ethers, a further Tsuji-Trost-type step may occur resulting in oligocyclic ketals. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Computed Properties of C7H5Br2F).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon闁艰京鐗梤omine bond is electrophilic in nature. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Computed Properties of C7H5Br2F

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

An improved and practical route for the synthesis of enzalutamide and potential impurities study was written by Zhou, Ai-Nan;Li, Bonan;Ruan, Lejun;Wang, Yeting;Duan, Gengli;Li, Jianqi. And the article was included in Chinese Chemical Letters in 2017.Safety of Methyl 4-bromo-2-fluorobenzoate This article mentions the following:

An improved and practical synthesis of enzalutamide was accomplished in five steps. Starting from 4-bromo-2-fluoro-benzonic acid, a Me esterification, Ullmann ligation, Me esterification, ring closing reaction and final Me amidation provided the target in 35% total yield with 99.8% purity. Five identified impurities were also synthesized. This efficient and economical procedure avoids the use of highly toxic reagents and multiple recrystallization operations, which is suitable for further industrialization. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2Safety of Methyl 4-bromo-2-fluorobenzoate).

Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Safety of Methyl 4-bromo-2-fluorobenzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sequential Ag(I) salt and Chiral N-Heterocyclic Carbene Catalysis Enables Enantioselective and Diastereoselective Construction of Complex Heterocyclic Molecules and the Switch of Stereoselectivity was written by Wu, Pei;Zhang, Yue;Cheng, Ying. And the article was included in Journal of Organic Chemistry.Safety of 2-Bromo-4-(trifluoromethyl)benzaldehyde This article mentions the following:

Organic reactions under cascade catalysis provide a powerful strategy to construct mols. of complexed structures. Reported herein is the sequential silver(I) salt and chiral N-heterocyclic carbene (NHC) catalyzed enantioselective and diastereoselective synthesis of a diversity of unprecedented fused heterocyclic compounds from the reactions of readily available N闂?(2-alkynyl-3-pyridinyl)methylene)hydrazides with 2-aroylvinylcinnamaldehydes. Both reaction pathways and stereoselectivity were steered conveniently and efficiently by the employment of different NHCs and bases, enabling the selective preparation of pentacyclic ring-fused 1,6-naphthyridine derivatives and 1,6-naphthyridine-substituted tricyclic products in moderated to good yields with high enantioselectivity and diastereoselectivity. Mechanisms accounting for the selective transformations, especially the effect of base and chiral NHC catalyst on the reaction course and stereochem. of products were also discussed. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7Safety of 2-Bromo-4-(trifluoromethyl)benzaldehyde).

2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Safety of 2-Bromo-4-(trifluoromethyl)benzaldehyde

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary