Tag: 100-200

In 2022,Wang, Yingcheng; Zhou, Xue; Shan, Wenyu; Liao, Ruisong; Deng, YuHua; Peng, Fangzhi; Shao, Zhihui published an article in ACS Catalysis. The title of the article was 《Construction of Axially Chiral Indoles by Cycloaddition-Isomerization via Atroposelective Phosphoric Acid and Silver Sequential Catalysis》.Category: bromides-buliding-blocks The author mentioned the following in the article:

Herein, the atroposelective organo/metal combined dual catalysis strategy for de novo construction of valuable axially chiral indole frameworks I [R = n-Bu, Ph, 2-naphthyl, etc.; R1 = H, 6-Br, 7-C6H5, etc.; R2 = i-Pr, t-Bu, cyclohexyl; R3 = Boc, Cbz] was developed. This protocol utilized a catalyst system of two chiral phosphoric acids (1 mol %) in combination with AgNO3 (1 mol %) and was based on the unreported intermol. cycloaddition-isomerization reaction of recently introduced C-alkynyl N,O-acetals and 2-naphthylamines. An important class of hitherto inaccessible axially chiral indoles with a C-N axis were obtained in good yields and enantioselectivities. The axially chiral indoles obtained also provided a platform for the catalyst-controlled atroposelective synthesis of axially chiral indoles bearing two C-N axes, which were difficult to access by the existing methods. This work was also an example of 2-naphthylamines used as 1,3-dinucleophiles and three-atom (CCN) synthons in cycloadditions1-Bromo-2-isopropylbenzene(cas: 7073-94-1Category: bromides-buliding-blocks) was used in this study.

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. The most pervasive is the naturally produced bromomethane.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kvasovs, Nikita; Iziumchenko, Valeriia; Palchykov, Vitalii; Gevorgyan, Vladimir published an article in 2021. The article was titled 《Visible Light-Induced Pd-Catalyzed Alkyl-Heck Reaction of Oximes》, and you may find the article in ACS Catalysis.Quality Control of (Bromomethyl)cyclopropane The information in the text is summarized as follows:

A visible light-induced palladium-catalyzed oxidative C-H alkylation of oximes was developed. This mild protocol allowed for an efficient atom economical C-C bond construction of alkyl-substituted oximes. A broad range of primary, secondary and tertiary alkyl bromides and iodides, as well as a range of different formaldoximes, can efficiently underwent this transformation. The method featured visible light-induced generation of nucleophilic hybrid alkyl Pd radical intermediates, which upon radical addition at the imine moiety and a subsequent β-hydrogen elimination deliver substituted imines. The experimental process involved the reaction of (Bromomethyl)cyclopropane(cas: 7051-34-5Quality Control of (Bromomethyl)cyclopropane)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Quality Control of (Bromomethyl)cyclopropane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Duan, Jicheng; Wang, Yuquan; Qi, Liangliang; Guo, Peng; Pang, Xiaobo; Shu, Xing-Zhong published an article in 2021. The article was titled 《Nickel-Catalyzed Cross-Electrophile C(sp3)-Si Coupling of Unactivated Alkyl Bromides with Vinyl Chlorosilanes》, and you may find the article in Organic Letters.Application In Synthesis of (Bromomethyl)cyclopropane The information in the text is summarized as follows:

Cross-electrophile C-Si coupling has emerged as a promising tool for the construction of organosilanes, but the potential of this method remains largely unexplored. Herein, we report a C(sp3)-Si coupling of unactivated alkyl bromides with vinyl chlorosilanes. The reaction proceeds under mild conditions, and it offers a new approach to alkylsilanes. Functionalities such as Grignard-sensitive groups (e.g., acid, amide, alc., ketone, and ester), acid-sensitive groups (e.g., ketal and THP protection), alkyl fluoride and chloride, aryl bromide, alkyl tosylate and mesylate, silyl ether, and amine were tolerated. Incorporation of the -Si(vinyl)R2 moiety into complex mols. and the immobilization of a glass surface by formed organosilanes were demonstrated. In the experimental materials used by the author, we found (Bromomethyl)cyclopropane(cas: 7051-34-5Application In Synthesis of (Bromomethyl)cyclopropane)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Application In Synthesis of (Bromomethyl)cyclopropane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Organic Letters included an article by Rocaboy, Ronan; Baudoin, Olivier. Recommanded Product: 6630-33-7. The article was titled 《1,4-Palladium Shift/C(sp3)-H Activation Strategy for the Remote Construction of Five-Membered Rings》. The information in the text is summarized as follows:

1,N-Metal shift is an elegant alternative approach enabling the functionalization of remote C-H bonds from simple precursors. In this work, a novel and simple Pd0-catalyzed domino reaction involving 1,4-palladium shift and C(sp3)-H activation and leading to (fused) five-membered rings is reported. This method allowed access to a broad range of valuable arylidene γ-lactams and indanones and was applied to the formal synthesis of (-)-pyrrolam A. In the experimental materials used by the author, we found o-Bromobenzaldehyde(cas: 6630-33-7Recommanded Product: 6630-33-7)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Recommanded Product: 6630-33-7Synthetic applications of o-Bromobenzaldehyde include: synthesis of aza-fused polycyclic quinolines through copper-catalyzed cascade reaction, preparation of 1-substituted indazoles by CuI-catalyzed coupling with N-aryl hydrazides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,ACS Catalysis included an article by Zhang, Xiao-Ming; Yang, Jie; Zhuang, Qing-Bo; Tu, Yong-Qiang; Chen, Zongyuan; Shao, Hui; Wang, Shao-Hua; Zhang, Fu-Min. Formula: C9H11Br. The article was titled 《Allylic Arylation of 1,3-Dienes via Hydroboration/Migrative Suzuki-Miyaura Cross-Coupling Reactions》. The information in the text is summarized as follows:

The hydroboration/Pd-catalyzed migrative Suzuki-Miyaura cross-coupling of 1,3-dienes with electron-deficient aryl halides has been developed, which enables the synthesis of branched allylarenes directly from primary homoallylic alkyl boranes. A ligand-tuned linear- or branch-selective coupling for these aryl halides has also been achieved. The results came from multiple reactions, including the reaction of 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Formula: C9H11Br)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds.Most of the natural organobromine compounds are produced by marine organisms , and several brominated metabolites with antibacterial , antitumor , antiviral , and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Formula: C9H11Br In contrast, terrestrial plants account only for a few bromine-containing compounds.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,Jia, Xue-Gong; Guo, Peng; Duan, Jicheng; Shu, Xing-Zhong published 《Dual nickel and Lewis acid catalysis for cross-electrophile coupling: the allylation of aryl halides with allylic alcohols》.Chemical Science published the findings.Recommanded Product: 1-Bromo-2-isopropylbenzene The information in the text is summarized as follows:

A general and practical strategy to address the reaction between reactive and unreactive electrophiles by a combination of nickel and Lewis acid catalysis is reported. This strategy is used for the coupling of aryl bromides R1Br (R1 = 4-MeO2CC6H4, benzofuran-5-yl, indol-4-yl, etc.) with allylic alcs. R2CH:CHCR3R4OH (R2 = H, Me, Ph, etc.; R3 = R4 = H, Me; R3 = Me, Et, Ph, R4 = H) to form linear allylarenes R1CR3R4CH:CHR2. The reaction tolerates a wide range of functional groups (e.g. silanes, boronates, anilines, esters, alcs., and various heterocycles) and works with various allylic alcs. Complementary to most current routes for the C3 allylation of an unprotected indole, this method provides access to C2 and C4-C7 allylated indoles. Preliminary mechanistic experiments revealed that the reaction might start with an aryl nickel intermediate, which then reacts with Lewis acid activated allylic alcs. in the presence of Mn. The results came from multiple reactions, including the reaction of 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Recommanded Product: 1-Bromo-2-isopropylbenzene)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.Recommanded Product: 1-Bromo-2-isopropylbenzene Organobromine compounds have fallen under increased scrutiny for their environmental impact.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Tsuchiya, Shun; Saito, Hayate; Nogi, Keisuke; Yorimitsu, Hideki published 《Manganese-Catalyzed Ring Opening of Benzofurans and Its Application to Insertion of Heteroatoms into the C2-O Bond》.Organic Letters published the findings.Related Products of 7073-94-1 The information in the text is summarized as follows:

A new class of aromatic metamorphosis in which benzofurans are converted into diverse six-membered oxaheterocycles has been developed. This transformation is composed of two reactions in one pot: manganese-catalyzed arylative or alkylative ring-opening of benzofurans affording dianionic intermediates and subsequent trapping with multivalent heteroatom electrophiles. Various electrophiles containing silicon, boron, phosphorus, germanium, and titanium could be applied to this heteroatom insertion. The experimental process involved the reaction of 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Related Products of 7073-94-1)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides.Related Products of 7073-94-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhou, Nengneng; Xia, Ziqin; Kuang, Kaimo; Xu, Qiankun; Zhao, Fangli; Wang, Lei; Zhang, Man published their research in Organic Letters on August 12 ,2022. The article was titled 《Visible-Light-Induced Difluoroalkylation of 1-(Allyloxy)-2-(1-arylvinyl)benzenes and 1-(1-Arylvinyl)-2-(vinyloxy)benzenes: Synthesis of Bis-Difluoroalkylated Benzoxepines and 2H-Chromenes》.Application In Synthesis of Ethylbromofluoroacetate The article contains the following contents:

A novel visible-light-mediated difluoroalkylation of 1-(allyloxy)-2-(1-arylvinyl)benzenes and 1-(1-arylvinyl)-2-(vinyloxy)benzenes for the synthesis of bis-difluoroalkylated benzoxepines I [R = H, 8-Me, 7-Cl, etc.; Ar = Ph, 4-MeC6H4, 2-thienyl, etc.] and 2H-chromenes II was developed. This method featured mild reaction conditions, good regioselectivity, a wide substrate scope, good functional-group compatibility, and late-stage modification. Preliminary mechanistic studies revealed that the generation of the CF2CO2Et radical is more prone to reaction with the double bond of the aryl group. In the experiment, the researchers used many compounds, for example, Ethylbromofluoroacetate(cas: 401-55-8Application In Synthesis of Ethylbromofluoroacetate)

Ethylbromofluoroacetate(cas: 401-55-8) is a member of organofluorine compounds. Organofluorine compounds, which have carbon-fluorine bonds, show unique features such as high thermal and chemical stability, high surface activity, no light-absorbing ability, high pharmacological effect, and so on. Owing to their specific characters, they are indispensable chemicals for industry and our daily lives.Application In Synthesis of Ethylbromofluoroacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Zirconium-based metal-organic framework as an efficiently heterogeneous photocatalyst for oxidation of benzyl halides to aldehydes》 was written by Xue, Ping; Huang, Jiming; Lin, Liguang; Li, Rong; Tang, Mi; Wang, Zhengbang. Name: o-BromobenzaldehydeThis research focused onzirconium base metal organic framework catalyst preparation thermal stability; benzyl bromide zirconium catalyst photocatalytic oxidation green chem; benzaldehyde preparation. The article conveys some information:

Herein, for the first time, the zirconium-based metal-organic framework (UiO-66-NH2) was applied as an efficiently heterogeneous photocatalyst for conversion of benzyl halides to corresponding benzaldehydes with high selectivity (about 80%) and conversion (up to 99%) in the presence of oxygen and DMF as solvent. Through a series of experiments and anal., the reaction mechanism was proposed to involve nucleophilic attack of the N-oxide. This study provided a general, environmental and high selective method to prepare benzaldehydes and broadened the application fields of UiO-66-NH2. In the experiment, the researchers used o-Bromobenzaldehyde(cas: 6630-33-7Name: o-Bromobenzaldehyde)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Name: o-BromobenzaldehydeIt is also used in L-threonine aldolase-catalyzed enantio and diastereoselective aldol reactions. Further, it reacts with trichloromethane to prepare 1-(2-bromo-phenyl)-2,2,2-trichloro-ethanol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Computed Properties of C4H7BrIn 2021 ,《Copper-Catalyzed Cross-Nucleophile Coupling of β-Allenyl Silanes with Tertiary C-H Bonds: A Radical Approach to Branched 1,3-Dienes》 was published in Organic Letters. The article was written by Shan, Qi-Chao; Hu, Lu-Min; Qin, Wei; Hu, Xu-Hong. The article contains the following contents:

A distinctive approach to branched 1,3-dienes through oxidative coupling of two nucleophilic substrates, β-allenyl silanes, and hydrocarbons appending latent functionality by copper catalysis were described. Notably, C(sp3)-H dienylation proceeded in a regiospecific manner, even in the presence of competitive C-H bonds that were capable of occurring hydrogen atom transfer process, such as those located at benzylic and other tertiary sites, or adjacent to an oxygen atom. Control experiments supported the intermediacy of functionalized alkyl radicals. The experimental part of the paper was very detailed, including the reaction process of (Bromomethyl)cyclopropane(cas: 7051-34-5Computed Properties of C4H7Br)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Computed Properties of C4H7Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary