Ring closing metathesis for the construction of carbazole and indole-fused natural products

Abstract

The synthesis and functionalization of carbazole ring systems have received considerable attention in organic synthesis due to their widespread occurrence in biologically active compounds. One of the classical methods for the synthesis of carbazoles involves C-C bond formation of a biaryl amine moiety by oxidizing agents. Over the last few years, various new strategies have evolved for the synthesis of carbazole ring systems. During the past two decades, ring-closing metathesis (RCM) based approaches have been efficiently employed for the synthesis of nitrogen containing heteroaromatic systems including carbazoles. Herein, we discuss the construction of carbazole ring systems using RCM and the application of RCM based methods in the preparation of other indole-fused heterocycles. The application of these methods in the synthesis of carbazole alkaloids and bioactive indole-fused natural products has been discussed to highlight the importance of RCM in total synthesis.