1182669-71-1Relevant articles and documents
Dicumyl Peroxide as a Methylating Reagent in the Ni-Catalyzed Methylation of Ortho C-H Bonds in Aromatic Amides
Kubo, Teruhiko,Chatani, Naoto
, p. 1698 - 1701 (2016)
The direct methylation of ortho C-H bonds in aromatic amides with dicumyl peroxide (DCP) using a nickel complex as the catalyst is reported. The reaction shows a high functional group tolerance and is inhibited by radical scavengers. In reactions of meta-substituted aromatic amides, the reaction proceeds in a highly selective manner at the less hindered C-H bonds.
Ligand-Controlled Monoselective C-Aryl Glycoside Synthesis via Palladium-Catalyzed C-H Functionalization of N-Quinolyl Benzamides with 1-Iodoglycals
Liu, Minglong,Niu, Youhong,Wu, Yan-Fen,Ye, Xin-Shan
, p. 1836 - 1839 (2016)
A monoselective synthesis of aryl-C-Δ1,2-glycosides from 1-iodoglycals via palladium-catalyzed ortho-C-H activation of N-quinolyl benzamides has been developed. An amino acid derivative was used as a crucial ligand to improve the yield and mono
Cobalt-Catalyzed Monoselective Ortho-C-H Functionalization of Carboxamides with Organoaluminum Reagent
Wang, Huiqiao,Zhang, Sheng,Wang, Zhiqiang,He, Minghui,Xu, Kun
, p. 5628 - 5631 (2016)
A simple triphenylphosphine-ligated cobalt catalyst is reported for the direct ortho-C-H methylation and ethylation of aromatic, heteroaromatic, alkenyl, and even aliphatic carboxamides with inexpensive organoaluminum reagents in the presence of a cheap a
Directed arene/alkyne annulation reactions via aerobic copper catalysis
Zhang, Yi,Wang, Qian,Yu, Huidong,Huang, Yong
, p. 8844 - 8850 (2014)
We describe a straightforward protocol for a smooth dehydrogenative annulation reaction between various arenes and terminal alkynes using a catalytic amount of CuBr2 and molecular oxygen. 3-Methyleneisoindoline derivatives are prepared in high
Visible-light-promoted selective C-H amination of heteroarenes with heteroaromatic amines under metal-free conditions
Samanta, Supravat,Ravi, Chitrakar,Rao, Sadu Nageswara,Joshi, Abhisek,Adimurthy, Subbarayappa
, p. 9590 - 9594 (2017)
The regioselective C-H amination of quinoline amides (C5) and imidazopyridines (C3) under transition-metal-free conditions at room temperature with a high degree of functional group tolerance is reported. The C-H amination promoted by visible light in the
The facile construction of the phthalazin-1(2H)-one scaffold via copper-mediated C-H(sp2)/C-H(sp) coupling under mild conditions
Zhu, Wei,Wang, Bao,Zhou, Shengbin,Liu, Hong
, p. 1624 - 1631 (2015)
A novel strategy for the construction of the phthalazin-1(2H)-one scaffold has been developed by means of a copper-mediated cascade C-H/C-H coupling and intramolecular annulations and a subsequent facile hydrazinolysis. This C-H activation transformation proceeds smoothly with wide generality, good functional tolerance and high stereo- And regioselectivity under mild conditions. Through the removal of the directing group, the resulting moiety could easily be transformed into the phthalazin-1(2H)-one scaffold, which is known to be a privileged moiety and a bioactive nucleus in pharmaceuticals.
Nickel-catalyzed synthesis of diarylsulfides and sulfones via C-H bond functionalization of arylamides
Reddy, Vutukuri Prakash,Qiu, Renhua,Iwasaki, Takanori,Kambe, Nobuaki
, p. 6803 - 6813 (2015)
The direct sulfenylation and sulfonylation of (sp2)C-H bonds of benzamide derivatives were achieved using a Ni catalyst with the aid of an 8-aminoquinoline moiety as a bidentate directing group. These protocols represent a convenient route for
Room-temperature C-H bond alkynylation by merging cobalt and photocatalysts
Mandal, Rajib,Barsu, Nagaraju,Garai, Bholanath,Das, Abir,Perekalin, Dmitry,Sundararaju, Basker
supporting information, p. 12167 - 12170 (2021/11/30)
A new protocol is developed for the mono- and bis-ortho-C-H alkynylation of easily accessible benzamide derivatives using alkynyl bromides at room temperature by merging cobalt and photocatalysts. The diverse reactivity of various alkynyl bromides towards
Aryne Multicomponent Reactions by Directed C?H Activation
Sunnam, Sunil Kumar,Belani, Jitendra D.
, p. 8846 - 8850 (2021/05/31)
Arylation via ortho C?H activation by the aid of directing groups has been explored recently by many researchers. Herein, a palladium-catalyzed C?H arylation using 8-aminoquinoline as a bidentate directing group has been developed. The reaction furnishes only C?H arylation, unlike previous methods where cyclization to corresponding isoquinolones is observed. More interestingly, sequential C?H functionalization was observed when methylacrylate and acrylonitrile was added; this led to C?H olefination with the aryl group, which was installed from the aryne precursor.
Facile Synthesis of Alkylidene Phthalides by Rhodium-Catalyzed Domino C?H Acylation/Annulation of Benzamides with Aliphatic Carboxylic Acids
Liu, Sien,He, Bangyue,Li, Hongyi,Zhang, Xiaofeng,Shang, Yaping,Su, Weiping
, p. 15628 - 15633 (2021/10/05)
The Rh-catalyzed ortho-C(sp2)?H functionalization of 8-aminoquinoline-derived benzamides with aliphatic acyl fluorides generated in situ from the corresponding acids has been developed. This reaction initiated with 8-aminoquinoline-directed ortho-C(sp2)?H acylation, which was accompanied by subsequent intramolecular nucleophilic acyl substitution of amide group to produce alkylidene phthalides This approach exhibits high stereo-selectivity for Z-isomer products, and tolerates a variety of functional groups as well as aliphatic carboxylic acids with diverse structural scaffolds.
