Month: October 2022

Bernard, Alimenla; Kumar, Anil; Jamir, Latonglila; Sinha, Dipak; Sinha, Upasana Bora published the artcile< An efficient microwave-induced solvent-free organic bromination using tetrabutylammonium tribromide>, Reference of 16426-64-5, the main research area is arene bromination tetrabutylammonium tribromide microwave irradiation solventless; bromo arene preparation; organic substrate bromination tetrabutylammonium tribromide microwave irradiation solventless; brominated compound preparation; tetrabutylammonium tribromide solventless bromination reagent; microwave irradiation solventless bromination mediator.

Microwave-induced solvent-free brominations of organic substrates have been carried out with tetrabutylammonium tribromide, (C4H9)4N+(Br3-). Reaction procedure was facile, affording products in high yields within very short reaction times.

Acta Chimica Slovenica published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 16426-64-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrNO4, Reference of 16426-64-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Liu, Yanan; Ji, Kaihui; Wang, Jing; Li, Huafeng; Zhu, Xueyu; Ma, Pengtao; Niu, Jingyang; Wang, Jingping published the artcile< Enhanced Carrier Separation in Visible-Light-Responsive Polyoxometalate-Based Metal-Organic Frameworks for Highly Efficient Oxidative Coupling of Amines>, Computed Properties of 3959-07-7, the main research area is visible light responsive polyoxometalate metal organic framework photocatalyst; amine oxidative coupling; POM-based metal−organic frameworks; oxidative coupling of amines; photocatalytic; photosensitizers; polyoxometalates.

Photocatalytic technol. is widely studied, while it comes with drawbacks such as low sunlight utilization efficiency and high carrier recombination rates. Herein, for the first time, we present two crystalline polyoxometalate (POM)-based metal-organic frameworks (POMOFs), {[Cd(DMF)2Ru(bpy)2(dcbpy)]2(POMs)(DMF)2} xDMF (PMo-1, POMs = [PMoVI11MoVO40]4-, x = 5; SiW-2, POMs = [SiW12O40]4-, x = 4) through assembling the photosensitizer [Ru(bpy)2(H2dcbpy)]Cl2 and POMs into a single framework. The assembly not only enhances light absorption in the visible light regime but also improves carrier separation efficiency; atop of that, both POMOFs demonstrate activities in the photocatalytic oxidative coupling of amines. Particularly, PMo-1 enables the quant. completion of oxidative coupling of benzylamine reaction within 30 min (yield = 99.6%) with a high turnover frequency (TOF = 6631.6 h-1). To our knowledge, the PMo-1 catalyst outperforms any other photocatalysts previously reported in similar use cases where TOF values were usually obtained <2000 h-1. ACS Applied Materials & Interfaces published new progress about Aralkyl amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Computed Properties of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chen, Kun-Quan; Gao, Zhong-Hua; Ye, Song published the artcile< Bifunctional N-heterocyclic carbene catalyzed [3 + 4] annulation of enals with azadienes: enantioselective synthesis of benzofuroazepinones>, Formula: C9H7BrO, the main research area is benzofuroazepinone enantioselective preparation heterocyclic carbene catalyzed; aurone derived azadiene acyclic enal annulation.

The bifunctional N-heterocyclic carbene catalyzed [3 + 4] annulation of acyclic enals with aurone-derived azadienes was reported. The challenging β,β-disubstituted enals and β-monosubstituted enals reacted well to afford the corresponding benzofuroazepinones I ( R= Me, Ph, 4-ClC6H4, 3-MeC6H4, etc; Ar = Ph, 4-FC6H4, 2-thiophenyl, etc) in good yields with excellent stereoselectivities. The bifunctional carbene with a free hydroxy group is the key factor for success.

Organic Chemistry Frontiers published new progress about Azepines Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation) (benzofuroazepinones). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Formula: C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Bao, Lan; Liu, Yu; Peng, Jinghan; Wang, Yuan; Dong, Jinhuan; Xu, Xianxiu published the artcile< Chemoselective Trimerization of Isocyanides: De Novo Synthesis of 2-Indole-Substituted Quinolines and Pyridines>, Name: 3-(4-Bromophenyl)acrylaldehyde, the main research area is indolylquinoline preparation chemoselective; indolylpyridine preparation chemoselective; isocyanide tandem trimerization reaction.

A catalyst-free chemoselective trimerization reaction of readily available isocyanides 2-NC-4-R-5-R1C6H2C(R2)=CH2 (R = H, OMe; R1 = H, OMe, Cl; R2 = H, CF3, Ph, 4-fluorophenyl, 4-methoxyphenyl), R3CH=CH-CH=C(R4)NC (R3 = C(O)OEt, Ts; R4 = Ph, 4-bromophenyl, 4-methoxyphenyl), 2-R5-3-R6-4-R7-5-R8C6HNC (R5 = H, Me; R6 = H, OMe, Me; R5R6 = -CH=CH-CH=CH-; R7 = H, Me, Br, C(O)Ph, etc.; R6R7 = -CH=CH-CH=CH-; R8 = H, Me, OMe) and 3-isocyanothiophene is described. This domino reaction provides facile access to a wide range of 2-(indol-2-yl)-quinolines I, II and 2-(indol-2-yl)-pyridines III in moderate to excellent yields. A “”head to head”” heterodimerization of two isocyanides is proposed as the key step of this reaction.

Organic Letters published new progress about Chemoselectivity. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Name: 3-(4-Bromophenyl)acrylaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yan, Gang; Zekarias, Bereket L.; Li, Xiaoyu; Jaffett, Victor A.; Guzei, Ilia A.; Golden, Jennifer E. published the artcile< Divergent 2-Chloroquinazolin-4(3H)-one Rearrangement: Twisted-Cyclic Guanidine Formation or Ring-Fused N-Acylguanidines via a Domino Process>, COA of Formula: C7H6BrNO2, the main research area is chloroquinazolinone preparation; diamine tandem rearrangement heterocyclization; domino; guanidine; quinazolinone; rearrangement; twisted guanidine.

A highly efficient 2-chloroquinazolin-4(3H)-one rearrangement was developed that predictably generated either twisted-cyclic or ring-fused guanidines in a single operation, depending on the presence of a primary vs. secondary amine in the accompanying diamine reagent. Exclusive formation of twisted-cyclic guanidines results from pairing 2-chloroquinazolinones with secondary diamines. Use of primary amine-containing diamines permited a domino quinazolinone rearrangement/intramol. cyclization gated through (E)-twisted-cyclic guanidines to afford ring-fused N-acylguanidines. This scalable, structurally tolerant transformation generated 55 guanidines and delivered twisted-cyclic guanidines with robust plasma stability and an abbreviated total synthesis of an antitumor ring-fused guanidine (4 steps, 55% yield).

Chemistry – A European Journal published new progress about Carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, COA of Formula: C7H6BrNO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Jian; Gao, Yan-Shan; Gu, Bu-Ming; Yang, Wu-Lin; Tian, Bo-Xue; Deng, Wei-Ping published the artcile< Cooperative N-heterocyclic Carbene and Iridium Catalysis Enables Stereoselective and Regiodivergent [3 + 2] and [3 + 3] Annulation Reactions>, Application In Synthesis of 3893-18-3, the main research area is pyrroloindole preparation enantioselective diastereoselective regioselective; indolyl allyl carbonate enal cyclization carbene iridium catalyst; formylcyclopropane enal cyclization carbene iridium catalyst; pyridineindole preparation enantioselective diastereoselective regioselective; enal indolyl allyl carbonate cyclization carbene iridium catalyst.

A cooperative N-heterocyclic carbene (NHC)/iridium catalysis has been developed to achieve highly stereoselective and regiodivergent [3 + 2] and [3 + 3] annulation reactions of 2-indolyl allyl carbonates I (R = H, Me; R1 = H, OMe, Me, F, Cl; R1 = H, OMe, Cl) with enals R3CH=CHCHO (R1 = Ph, hexyl, 4-chlorophenyl, furan-2-yl, etc.). The use of the NHC catalyst has introduced switchable homoenolate and enolate intermediates from the common enal precursor via a simple adjustment of reaction conditions in a predictable manner. This protocol furnishes two types of biol. important products, pyrrolo[1,2-a]indoles II and pyridine[1,2-a]indoles III, with high diastereo- and enantioselectivities (up to >20:1 dr and >99% ee). Notably, all four stereoisomers of these products with two vicinal stereocenters could be afforded through permutations of the enantiomers of the two chiral catalysts. Mechanistic investigations and further computational d. functional theory calculations give an explanation of the origin of the regioselectivity. In addition, the NHC-enolate intermediate generated from formylcyclopropanes IV (R4 = Ph, tert-Bu, naphthalen-2-yl, etc.) was also compatible in this cooperative catalytic system and thus the arsenal of optically pure pyrrolo[1,2-a]indole products V was enriched.

ACS Catalysis published new progress about [3+2] Cycloaddition reaction catalysts (stereo-, regioselective). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Application In Synthesis of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Davis, Matthew C.; Groshens, Thomas J. published the artcile< Synthesis of p-Quinquephenyl from E,E-1,4-Bis(4-bromophenyl)-1,3-butadiene>, Product Details of C9H7BrO, the main research area is quinquephenyl bisbromophenyl butadiene.

P-Quinquephenyl was synthesized in five steps from E,E-1,4-bis(4-bromophenyl)-1,3-butadiene in 34% overall yield. The butadiene was prepared in six steps from 4-bromobenzaldehyde in 35% overall yield.

Synthetic Communications published new progress about Crystal structure. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Product Details of C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Martinelli, Joseph R.; Watson, Donald A.; Freckmann, Dominique M. M.; Barder, Timothy E.; Buchwald, Stephen L. published the artcile< Palladium-Catalyzed Carbonylation Reactions of Aryl Bromides at Atmospheric Pressure: A General System Based on Xantphos>, Quality Control of 639520-70-0, the main research area is heteroaryl aryl bromide chloride dimethylhydroxylamine hydrochloride cyclic aliphatic amine; methanol palladium Xantphos aminocarbonylation alkoxycarbonylation; Weinreb amide benzamide methyl ester preparation; aminocarbonylation alkoxycarbonylation catalyst palladium Xantphos.

A method for the Pd-catalyzed carbonylation of aryl bromides has been developed using Xantphos as the ligand. This method is effective for the direct synthesis of Weinreb amides, 1° and 2° benzamides, and Me esters from the corresponding aryl bromides at atm. pressure. In addition, a putative catalytic intermediate, (Xantphos)Pd(Br)benzoyl, was prepared and an X-ray crystal structure was obtained revealing an unusual cis-coordination mode of Xantphos in this palladium-acyl complex.

Journal of Organic Chemistry published new progress about Aliphatic amines Role: RCT (Reactant), RACT (Reactant or Reagent). 639520-70-0 belongs to class bromides-buliding-blocks, and the molecular formula is C12H16BrNO2, Quality Control of 639520-70-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hu, Shihe; Wang, Bingyang; Zhang, Yu; Tang, Weifang; Fang, Mengyuan; Lu, Tao; Du, Ding published the artcile< N-Heterocyclic carbene-catalyzed annulation of cyclic β-enamino esters with enals: access to functionalized indolo[2,3-a]quinolizidines>, SDS of cas: 3893-18-3, the main research area is indoloquinolizidine preparation annulation cyclic beta enaminoester enal; nitrogen heterocyclic carbene catalyzed annulation cyclic ester enal.

A novel synthetic approach to functionalized indolo[2,3-a]quinolizidines is developed via an N-heterocyclic carbene (NHC)-catalyzed annulation of cyclic β-enamino esters with enals. This methodol. offers a pathway for quick and efficient construction of an indolo[2,3-a]quinolizidine skeleton which is a core structure of many natural products with diverse bioactivities.

Organic & Biomolecular Chemistry published new progress about Cyclization. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, SDS of cas: 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shen, Cong; Zhu, Yuhang; Jin, Shuqi; Xu, Kejie; Luo, Shuxin; Xu, Lixia; Zhong, Guofu; Zhong, Liangjun; Zhang, Jian published the artcile< Regio- and stereo-selective olefinic C-H functionalization of aryl alkenes in ethanol>, Electric Literature of 6942-39-8, the main research area is aryl alkene palladium catalyst regioselective diastereoselective alkenylation; preparation aryl alkadiene; phenyl alkatriene preparation.

N,N-bidentate-chelation-assisted α- and β-olefinic C-H alkenylation of aryl alkenes in ethanol to afford aryl dienes/trienes with excellent regio- and stereo-selectivities was reported. The reaction of 2-alkenyl benzylamine and benzoic acid derived substrates proceeded through six-membered exo-cyclometallation and seven-membered endo-cyclometallation. The aerobic protocols feature wide functionality tolerance, high selectivities and yields, mild conditions and scalable preparation, and the directing group can be easily removed to afford Boc-protected amine by simple reduction

Organic Chemistry Frontiers published new progress about Alkadienes Role: SPN (Synthetic Preparation), PREP (Preparation). 6942-39-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H6BrFO2, Electric Literature of 6942-39-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary