938326-31-9Relevant articles and documents
Synthesis of 3-Cyano-1H-indoles and Their 2′-Deoxyribonucleoside Derivatives through One-Pot Cascade Reactions
Li, Bin,Zhang, Beibei,Zhang, Xinying,Fan, Xuesen
, p. 9530 - 9538 (2016/11/02)
An efficient and economical synthetic approach toward 3-cyano-1H-indoles through the reactions of 2-(2-bromophenyl)acetonitriles with aldehydes and aqueous ammonia is presented. Mechanically, this novel protocol involves a one-pot cascade procedure consisting of an aldol-type condensation, a copper-catalyzed amination by using aqueous ammonia as a cheap and safe nitrogen source, and an intramolecular Michael addition followed by a dehydrogenative aromatization. Interestingly, the indole products thus obtained were found to be ready substrates for the preparation of indole 2′-deoxyribonucleosides through an unprecedented and highly practical glycosylation procedure in which the required C-N bond formation and toluoyl protecting group removal were accomplished efficiently in one pot.
Palladium-catalyzed C(sp2) - H cyanation using tertiary amine derived isocyanide as a cyano source
Peng, Jiangling,Zhao, Jiaji,Hu, Ziwei,Liang, Dongdong,Huang, Jinbo,Zhu, Qiang
supporting information, p. 4966 - 4969,4 (2012/12/12)
An unprecedented palladium-catalyzed cyanation of aromatic C-H bonds by using tertiary amine derived isocyanide as a novel cyano source was developed. Cu(TFA)2 was used as a requisite stoichiometric oxidant. Mechanistic studies suggest that a tertiary carbon cation-based intermediate is involved following the C-N bond breakage.
