194490-13-6Relevant articles and documents
Efficient construction of diverse 3-cyanoindoles under novel tandem catalysis
Wu, Jun,Liu, Jiabin,Zhou, Kerui,He, Zhenni,Wang, Qian,Wu, Fen,Miao, Tingting,Qian, Jinjie,Shi, Qian
supporting information, p. 12660 - 12663 (2020/11/02)
A novel and rapid construction of 3-cyanoindoles by palladium-catalyzed tandem reactions has been developed. "N-H"free unprotected, N-alkyl and N-aryl 3-cyanoindoles are obtained with good to excellent yields. The usefulness of this synthetic approach is further demonstrated by the successful synthesis of practical compounds such as the therapeutic estrogen receptor ligand A precursor. Mechanism study shows that the tandem catalysis exploits a Suzuki cross-coupling with subsequent base-induced isoxazole fragmentation, followed by the aldimine condensation.
Zinc-catalyzed direct cyanation of indoles and pyrroles: Nitromethane as a source of a cyano group
Nagase, Yuta,Sugiyama, Tetsuya,Nomiyama, Shota,Yonekura, Kyohei,Tsuchimoto, Teruhisa
supporting information, p. 347 - 352 (2014/05/20)
With nitromethane and diphenylsilane (Ph2SiH2), zinc triflate behaves as a Lewis acid catalyst for the cyanation of nitrogen-containing heteroarenes such as indoles and pyrroles. This is the first realization of the Lewis acid-catalyzed direct cyanation of a C(aryl)-H bond with no CN group-containing cyanating agent.
Cyanation of indoles with benzyl cyanide as the cyanide anion surrogate
Zhang, Lianpeng,Wen, Qiaodong,Jin, Jisong,Wang, Chen,Lu, Ping,Wang, Yanguang
, p. 4236 - 4240 (2013/06/26)
A copper-mediated direct cyanation of indoles with benzyl cyanide as the cyanide anion surrogate has been achieved. The cascade reaction furnished 3-cyanoindoles under mild reaction conditions in good to excellent yields with various functional groups tolerance.