Premium
Metal‐Free Preparation of 6‐Alkylthiophenanthridines via Oxidative CS and CC Bond Formation from 2‐Isocyanobiphenyls and Disulfides
Author(s) -
Fang Hong,
Zhao Jincan,
Qian Ping,
Han Jianlin,
Pan Yi
Publication year - 2014
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201402169
Subject(s) - chemistry , intramolecular force , bond cleavage , metal , oxidative cleavage , cleavage (geology) , oxidative phosphorylation , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , biochemistry , geotechnical engineering , fracture (geology) , engineering
A concise metal‐free method for synthesizing 6‐alkylthiophenanthridines from 2‐isocyanobiaryls and disulfides proceeding through thiolation of isocyanides and intramolecular radical aromatic cyclization is reported. This process involves SS/C(sp 2 )H bond cleavage and CS/CC bond formation, which tolerates a wide range of substrates and gives good to excellent yields.