1623751-87-0Relevant articles and documents
Rhodium enalcarbenoids: Direct synthesis of indoles by rhodium(II)- catalyzed [4+2] benzannulation of pyrroles
Dawande, Sudam Ganpat,Kanchupalli, Vinaykumar,Kalepu, Jagadeesh,Chennamsetti, Haribabu,Lad, Bapurao Sudam,Katukojvala, Sreenivas
, p. 4076 - 4080 (2014/05/06)
Disclosed herein is the design of an unprecedented electrophilic rhodium enalcarbenoid which results from rhodium(II)-catalyzed decomposition of a new class of enaldiazo compounds. The synthetic utility of these enalcarbenoids has been successfully demonstrated in the first transition-metal-catalyzed [4+2] benzannulation of pyrroles, thus leading to substituted indoles. The new benzannulation has been applied to the efficient synthesis of the natural product leiocarpone as well as a potent adipocyte fatty-acid binding protein inhibitor. Fat cat: A new class of enaldiazo compounds resulted in the first transition-metal-catalyzed [4+2] benzannulation of pyrroles to deliver indoles. The benzannulation is proposed to involve an unprecedented diacceptor rhodium enalcarbenoid. The reaction was used in the highly efficient synthesis of the natural product leiocarpone and a potent adipocyte fatty-acid binding protein inhibitor.