Tag: 100-200

In 2017,Holz, Jens; Rumpel, Katharina; Spannenberg, Anke; Paciello, Rocco; Jiao, Haijun; Boerner, Armin published 《P-Chirogenic Xantphos Ligands and Related Ether Diphosphines: Synthesis and Application in Rhodium-Catalyzed Asymmetric Hydrogenation》.ACS Catalysis published the findings.Application of 7073-94-1 The information in the text is summarized as follows:

A series of P-chirogenic Xantphos ligands and related diaryl ether diphosphines have been synthesized by a modification of the well-established Jugé method. The approach consists of the in situ deboranation of the chiral ephedrine-based phosphinite before the P-C coupling takes place. The stereochem. integrity of the stereocenters of the diphosphines during synthesis, long-time storage, and catalytic application was evaluated. In the rhodium-catalyzed asym. hydrogenation of isophorone as a model substrate for industrially relevant pro-stereogenic enones with some of the diphosphines, almost complete conversion, high chemoselectivity, and 96% ee were achieved. After reading the article, we found that the author used 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Application of 7073-94-1)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Application of 7073-94-1 Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2020,RSC Advances included an article by Liu, Junxin; Liu, Yongze; Tian, Yajun; Feng, Li; Zhang, Liqiu. Reference of 2-Bromobenzene-1,4-diol. The article was titled 《Comparison of the oxidation of halogenated phenols in UV/PDS and UV/H2O2 advanced oxidation processes》. The information in the text is summarized as follows:

UV/peroxydisulfate (PDS) and UV/hydrogen peroxide (H2O2) can effectively degrade halophenols (HPs, e.g., 2,4-bromophenol and 2,4,6-trichlorophenol); meanwhile, information about the discrepancies in the related degradation kinetics and mechanisms of these two processes is limited. To gain this knowledge, the degradation of two typical HPs (i.e., bromophenols and chlorophenols) in UV/PDS and UV/H2O2 processes were investigated and compared. The results showed that the degradation rates of HPs with different substitution positions in the UV/PDS process were in the order of para-substituted HPs (i.e., 4-BP and 4-CP) > ortho-substituted HPs (i.e., 2-BP and 2-CP) > meta-substituted HPs (i.e., 3-BP and 3-CP), while in the UV/H2O2 process, these rates were in the order of para-substituted HPs > meta-substituted HPs > ortho-substituted HPs. These discrepancies were ascribed to the different reaction activities of SO4 – and HO with HPs, which were calculated based on the competition method. Further d. functional theory (DFT) calculations suggested that SO4 – reacts more readily with HPs via electron transfer than HO . In the presence of water matrixes (such as Cl-, HCO3- and natural organic matter (NOM)), the degradation of 2-BP in both UV/PDS and UV/H2O2 treatment processes was inhibited due to the scavenging of free radicals by these background substances. The degradation products and pathways further confirmed that SO4- is a strong one-electron oxidant that reacts with HPs mainly via electron transfer, while HO reacts with HPs via electron transfer and hydroxyl addition The experimental process involved the reaction of 2-Bromobenzene-1,4-diol(cas: 583-69-7Reference of 2-Bromobenzene-1,4-diol)

2-Bromobenzene-1,4-diol(cas: 583-69-7) 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. Reference of 2-Bromobenzene-1,4-diol In contrast, terrestrial plants account only for a few bromine-containing compounds.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Recommanded Product: 401-55-8On September 30, 2020 ,《Sulfite-Promoted C-H Fluoroalkyl Sulfuration of Imidazoheterocycles with Bromofluoroacetate and Elemental Sulfur》 was published in Synthesis. The article was written by Gao, Yong-Chao; Huang, Zi-Hao; Zhang, Zhao-Sheng; Xie, Jin-Xin; Cui, Zi-Ning; Tang, Ri-Yuan. The article contains the following contents:

A transition-metal-free sulfite-promoted three-component C-H sulfuration between imidazoheterocycles, elemental sulfur and bromofluoroacetate was developed. Sulfites, including Na2S2O4, NaHSO3 and Na2S2O3, were able to promote the formation of two C-S bonds in one step using elemental sulfur as a green sulfurating agent, allowing the rapid introduction of the synthetically useful S-fluoroacetate group into imidazoheterocycles. These new imidazoheterocycle derivatives bearing an S-fluoroacetate group can be easily modified to produce pharmaceutically attractive compounds In the experiment, the researchers used many compounds, for example, Ethylbromofluoroacetate(cas: 401-55-8Recommanded Product: 401-55-8)

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.Recommanded Product: 401-55-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Quality Control of EthylbromofluoroacetateOn March 18, 2022, Lu, Dengfu; Li, Yadong; Wang, Peng; Wang, Zijie; Yang, Daoyi; Gong, Yuefa published an article in ACS Catalysis. The article was 《Cu-Catalyzed C(sp3)-N Coupling and Alkene Carboamination Enabled by Ligand-Promoted Selective Hydrazine Transfer to Alkyl Radicals》. The article mentions the following:

In this work, di-tert-Bu hydrazodiformate was found to be a unique effective amination reagent in Cu-catalyzed C(sp3)-N bond formation reactions that involve alkyl radical intermediates. This method was applicable to both electron-deficient and electron-rich radicals, and were able to achieve the direct C-N coupling of activated bromides, as well as the carboamination of general alkenes based on this chem. Mechanistic studies suggested that the hydrazodiformate forms a reducing dinuclear complex with Cu and the ligand which, upon 1e-oxidation, turns into an open-shell species with the major spin d. on N atoms. With the assistance of a ligand, this species can selectively deliver the hydrazine moiety onto an alkyl radical (prior to halide transfer), leading to the formation of a C(sp3)-N bond. The products obtained with this amination method could be easily deprotected to afford alkyl hydrazines and further derived to primary amines or N-heterocycles. In the experiment, the researchers used many compounds, for example, Ethylbromofluoroacetate(cas: 401-55-8Quality Control 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.Quality Control of Ethylbromofluoroacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《TBAB-catalyzed 1,6-conjugate sulfonylation of para-quinone methides: a highly efficient approach to unsymmetrical gem-diarylmethyl sulfones in water》 was written by Liu, Zhang-Qin; You, Peng-Sheng; Zhang, Liang-Dong; Liu, Da-Qing; Liu, Sheng-Shu; Guan, Xiao-Yu. Application of 6630-33-7This research focused onunsym gem diarylmethyl sulfone preparation regioselective water green chem; para quinone methide sulfonyl hydrazine conjugate sulfonylation TBAB catalyst; green and sustainable chemistry; sulfa-1,6-conjugated addition; synthesis in water; unsymmetrical diarylmethyl sulfones. The article conveys some information:

A highly efficient sulfonylation of para-quinone methides with sulfonyl hydrazines in water has been developed on the basis of the mode involving a tetra-Bu ammonium bromide (TBAB)-promoted sulfa-1,6-conjugated addition pathway. This reaction provides a green and sustainable method to synthesize various unsym. diarylmethyl sulfones, showing good functional group tolerance, scalability, and regioselectivity. Further transformation of the resulting diarylmethyl sulfones provides an efficient route to some functionalized mols. The experimental process involved the reaction of o-Bromobenzaldehyde(cas: 6630-33-7Application of 6630-33-7)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Application of 6630-33-7It 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

HPLC of Formula: 7073-94-1In 2020 ,《C-H Arylation of Thiophenes with Aryl Bromides by a Parts-per-Million Loading of a Palladium NNC-Pincer Complex》 was published in Synlett. The article was written by Purta, Anggi Eka; Ichii, Shun; Tazawa, Aya; Uozumi, Yasuhiro. The article contains the following contents:

A palladium NNC-pincer complex efficiently catalyzed the direct arylation of thiophene derivatives with extremely low palladium loadings of the order of ppm. Thus, the reaction of various thiophenes with aryl bromides in the presence of 25-100 mol ppm of chlorido[(2-phenyl-κ- C2)-9-phenyl-1,10-phenanthroline-κ2-N,N’]palladium(II) NNC-pincer complex, K 2CO3 and pivalic acid in N,N-dimethylacetamide afforded the corresponding 2- or 5-arylated thiophenes I [R1 = H, 5-Cl, 5-Me; Ar = Ph, 4-MeC6H4, 1-naphthyl, etc.] and II [R = 2-Cl, 2-Me, 2-Ph-3-Me, etc.; Ar = 4-MeC6H4] in good to excellent yields. A combination of the present C-H arylation and Hiyama coupling with the same NNC-pincer complex provided an efficient synthesis of unsym. 2,5-thiophenes II [R = 2-(4-MeOC6H4), 2-(4-F3CC6H4); Ar = 4-MeC6H4] with catalyst loadings at mol ppm levels. In the experiment, the researchers used 1-Bromo-2-isopropylbenzene(cas: 7073-94-1HPLC of Formula: 7073-94-1)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Alkyl bromides are mainly used as alkylating agents and also find application as a solvent to extract oil from seeds and wool. HPLC of Formula: 7073-94-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Trunks, Thomas M.; Babra, Jasraj Singh; Westwood, James; Smith, Christopher D. published an article in SynOpen. The title of the article was 《A Homocoupling Approach to the Key Dione of CyMe 4-BTPhen-Vital Ligands for Nuclear Clean-Up by the SANEX Process》.Safety of Ethyl 3-bromopropanoate The author mentioned the following in the article:

The synthesis of the CyMe4 fragment beginning from readily available hydroxypivalic acid. It featured a cobalt-catalyzed homocoupling of a neopentyl bromide to provided the key bisester precursor, thereby avoiding the requirement for tech. challenging low-temperature LDA-mediated aldol chemistries. In the part of experimental materials, we found many familiar compounds, such as Ethyl 3-bromopropanoate(cas: 539-74-2Safety of Ethyl 3-bromopropanoate)

Ethyl 3-bromopropanoate(cas: 539-74-2) 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. Safety of Ethyl 3-bromopropanoate Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Das, Siuli; Mondal, Rakesh; Chakraborty, Gargi; Guin, Amit Kumar; Das, Abhishek; Paul, Nanda D. published an article in 2021. The article was titled 《Zinc Stabilized Azo-anion Radical in Dehydrogenative Synthesis of N-Heterocycles. An Exclusively Ligand Centered Redox Controlled Approach》, and you may find the article in ACS Catalysis.Synthetic Route of C7H5BrO The information in the text is summarized as follows:

Herein an exclusively ligand-centered redox controlled approach for the dehydrogenation of a variety of N-heterocycles such as 1,2,3,4-tetrahydro-2-methylquinoline, 1,2,3,4-tetrahydro-isoquinoline, indoline, 2-phenyl-2,3-dihydro-1H-benzoimidazole, 2,3-dihydro-2-phenylquinazolin-4(1H)-ones I (R = H, 2-Br, 4-Cl, 4-Me, etc.; X = C=O) and 1,2,3,4-tetrahydro-2-phenylquinazolines I (X = CH2) using a Zn(II)-stabilized azo-anion radical complexes II (R1 = H, Cl) as the catalyst was reported. A simple, easy to prepare and bench stable Zn(II)-complex III (R1 = Cl) featuring the tridentate arylazo pincer, 2-((4-chlorophenyl)diazenyl)-1,10-phenanthroline, in the presence of zinc-dust, undergoes reduction of azo-anion radical species II (R1 = Cl) which efficiently dehydrogenates various saturated N-heterocycles such as 1,2,3,4-tetrahydro-2-methylquinoline, 1,2,3,4-tetrahydro-isoquinoline, indoline, 2-phenyl-2,3-dihydro-1H-benzoimidazole, 2,3-dihydro-2-phenylquinazolin-4(1H)-ones I (X = C=O) and 1,2,3,4-tetrahydro-2-phenylquinazolines I (X = CH2) under air. The catalyst has further been found to be compatible with the cascade synthesis of these N-heterocycles IV (R2 = n-Bu, Ph, thiophen-2-yl, etc.; R3 = H, Me; R4 = H, Br, Me), V (R5 = H, Cl) and VI (R6 = H, Cl; R7 = H, Me; R8 = Ph, 2-fluorophenyl, pyridin-2-yl, etc.) via dehydrogenative coupling of alcs. R2CH2OH and 2-NH2-4-R6-C6H3CH2OH with other suitable coupling partners under air. Mechanistic investigation reveals that the dehydrogenation reactions proceed via a one-electron hydrogen atom transfer (HAT) pathway where the zinc-stabilized azo-anion radical ligand abstracts the hydrogen atom from the organic substrate(s), and the whole catalytic cycle proceeds via the exclusive involvement of the ligand-centered redox events where the zinc acts only as the template.o-Bromobenzaldehyde(cas: 6630-33-7Synthetic Route of C7H5BrO) was used in this study.

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Synthetic Route of C7H5BrOSynthetic 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

Li, Yan; Nie, Wan; Chang, Zhe; Wang, Jia-Wang; Lu, Xi; Fu, Yao published an article in 2021. The article was titled 《Cobalt-catalysed enantioselective C(sp3)-C(sp3) coupling》, and you may find the article in Nature Catalysis.Synthetic Route of C4H7Br The information in the text is summarized as follows:

Enantioselective C(sp3)-C(sp3) coupling substantially impacts organic synthesis but remains challenging. Cobalt has played an important role in the development of homogeneous organometallic catalysis, but there are few examples of its use in asym. cross-coupling. Here, a cobalt-catalyzed enantioselective C(sp3)-C(sp3) coupling reaction, namely, alkene hydroalkylation, to access chiral fluoroalkanes was reported. This reaction represents a catalyst-controlled enantioselective coupling mode in which a tailor-made auxiliary is unnecessary; via this reaction, an aliphatic C-F stereogenic center can be introduced at the desired position in an alkyl chain. In the experiment, the researchers used many compounds, for example, (Bromomethyl)cyclopropane(cas: 7051-34-5Synthetic Route 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.Synthetic Route of C4H7Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhao, Lei; Meng, Xiao; Zou, Yifeng; Zhao, Junsong; Wang, Lili; Zhang, Lanlan; Wang, Chao published their research in Organic Letters in 2021. The article was titled 《Directed Nickel-Catalyzed Diastereoselective Reductive Difunctionalization of Alkenyl Amines》.Reference of Methyl 3-bromopropanoate The article contains the following contents:

We report herein an intermol. syn-arylalkylation and alkenylalkylation of alkenyl amines with two different organohalides (iodides and bromides) using Ni(II) catalyst. The cleavable bidentate quinolinamide was utilized after extensive directing group screening to enable olefin difunctionalization with high levels of regio-, chemo-, and diastereocontrol. This general and practical protocol was compatible with α- or β-substituted terminal alkenes and internal alkenes, providing rapid access to branched aliphatic amines bearing two skipped and vicinal stereocenters with high diastereoselectivities that would otherwise be difficult to synthesize. After reading the article, we found that the author used Methyl 3-bromopropanoate(cas: 3395-91-3Reference of Methyl 3-bromopropanoate)

Methyl 3-bromopropanoate(cas: 3395-91-3) belongs to bromides. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents.Reference of Methyl 3-bromopropanoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary