1039557-09-9Relevant articles and documents
Anionic indole N-carbamoyl N → C translocation. A directed remote metalation route to 2-aryl- and 2-heteroarylindoles. Synthesis of benz[a]carbazoles and indeno[1,2-b]indoles
Zhao, Zhongdong,Jaworski, Ashley,Piel, Isabel,Snieckus, Victor
supporting information; experimental part, p. 2617 - 2620 (2009/05/26)
(Chemical Equation Presented) A new LDA-induced anionic N-C carbamoyl migration of 2-arylindoles (7) is reported. Treatment of N-carbamoylindoles 10 and 13, readily available by direct and ipso-borodesilylative Suzuki-Miyaura cross-coupling routes from 8 and 12, respectively, provides a general route to functionalized 2-arylindoles 11 and 14, respectively (Tables 1 and 2). The reaction has been applied to the synthesis of benzo[a]carbazoles 16 and indeno[1,2-b]indoles 18, and its intramolecularity has been established by a crossover experiment (Scheme 4).