1196079-52-3Relevant academic research and scientific papers
Copper-catalyzedortho-selective direct sulfenylation ofN-aryl-7-azaindoles with disulfides
Ru-Jian, Yu,Chun-Yan, Zhang,Xiang, Zhou,Xiong, Yan-Shi,Duan, Xue-Min
supporting information, p. 2901 - 2906 (2021/04/14)
A copper-catalyzed direct C-H chalcogenation ofN-aryl-azaindoles with disulfides is described. This transformation was performed using Earth abundant Cu(OAc)2as a catalyst, benzoic acid as an additive, air as a terminal oxidant, and readily available diaryl and dialkyldisulfides (or diselenide) as chalcogenation reagents. High functional group tolerance and excellent regioselectivity are demonstrated by the efficient preparation of a wide range ofortho-sulfenylation-7-azaindoles.
Rhodium-catalyzed regioselective C(sp2)–H bond activation reactions of N-(hetero)aryl-7-azaindoles and cross-coupling with α-carbonyl sulfoxonium ylides
Tian, Yan,Kong, Xian-Qiang,Niu, Jie,Huang, Yi-Bo,Wu, Zhao-Hua,Xu, Bo
supporting information, (2020/01/24)
We described a protocol for rhodium-catalyzed C(sp2)–H bond activation reactions of N-(hetero)aryl-7-azaindoles and cross-coupling with α-carbonyl sulfoxonium ylides. In the C–H activation reaction, the 7-azaindole moiety acts as a directing gr
Ruthenium-Catalyzed Direct and Selective C-H Cyanation of N-(Hetero)aryl-7-azaindoles
Mishra, Aniket,Vats, Tripta Kumari,Deb, Indubhusan
, p. 6525 - 6534 (2016/08/16)
An efficient, highly regioselective, and scalable ruthenium-catalyzed o-aryl C-H mono-cyanation of N-aryl-7-azaindoles to form N-(2-cyanoaryl)-7-azaindoles has been developed through N-directed ortho C-H activation using N-cyano-N-phenyl-p-toluenesulfonam
Synthesis of indoles, benzofurans, and related heterocycles via an acetylene-activated SNAr/intramolecular cyclization cascade sequence in water or DMSO
Hudson,Bizier,Esdale,Katz
, p. 2273 - 2284 (2015/03/04)
The synthesis of 2-substituted indoles and benzofurans was achieved by nucleophilic aromatic substitution, followed by subsequent 5-endo-dig cyclization between the nucleophile and an ortho acetylene. The acetylene serves the dual role of the electron withdrawing group to activate the substrate for SNAr, and the C1-C2 carbon scaffold for the newly formed 5-membered heteroaromatic ring. This method allows for the bond forming sequence of Ar-X-N/O-C1 to proceed in a single synthetic step, furnishing indoles and benzofurans in moderate to high yields. Since the method is not transition metal mediated, brominated and chlorinated substrates are tolerated, and benzofuran formation can be conducted using water or water-DMSO mixtures as solvent. This journal is
Rhodium-catalyzed regioselective C-H chlorination of 7-azaindoles using 1,2-dichloroethane
Qian, Guangyin,Hong, Xiaohu,Liu, Bingxin,Mao, Hong,Xu, Bin
supporting information, p. 5294 - 5297 (2015/01/09)
An unexpected rhodium-catalyzed regioselective C-H chlorination of 7-azaindoles was developed using 1,2-dichloroethane (DCE) as a chlorinating agent and 7-azaindole as the directing group. This protocol provides an efficient access to ortho-chlorinated azaindoles with operational simplicity, good functional group tolerance, and a wide substrate scope. (Chemical Equation Presented).
An efficient dehydroxymethylation reaction by a palladium catalyst
Modak, Atanu,Naveen, Togati,Maiti, Debabrata
, p. 252 - 254 (2013/02/22)
A general method for selective dehydroxymethylation has been discovered by using widely available Pd(OAc)2. The present study offers a new synthetic strategy for the regioselective functionalization by employing the steric, electronic and coordinating nature of the hydroxymethyl (-CH 2OH) group temporarily.
A general and efficient aldehyde decarbonylation reaction by using a palladium catalyst
Modak, Atanu,Deb, Arghya,Patra, Tuhin,Rana, Sujoy,Maity, Soham,Maiti, Debabrata
, p. 4253 - 4255 (2012/05/04)
A facile decarbonylation reaction of aldehydes has been developed by employing Pd(OAc)2. A wide variety of substrates are decarbonylated, without using any exogenous ligand for palladium as well as CO-scavenger.
Microwave-assisted palladium mediated decarbonylation reaction: Synthesis of eulatachromene
Akanksha,Maiti, Debabrata
, p. 2314 - 2320 (2012/09/21)
Microwave-assisted decarbonylation reactions were investigated using a palladium catalyst. A large number of aldehydes can be decarbonylated efficiently with lower catalyst loadings and under shorter reaction times compared to conventional heating. A successful decarbonylation led to the synthesis of natural product eulatachromene in three steps starting from easily available materials.
Palladium-catalysed tandem alkenyl- and aryl-C-N bond formation: a cascade N-annulation route to 1-functionalised 7-azaindoles
Hodgkinson, Roy C.,Schulz, Jurgen,Willis, Michael C.
experimental part, p. 8940 - 8949 (2009/12/08)
A series of 3-(2-haloalkenyl)-2-pyridyl-halides undergo consecutive palladium-catalysed inter- and intramolecular amination reactions to deliver a series of 1-functionalised 7-azaindoles. Anilines and amines can be readily employed as the N-nucleophile an
