Reaction of 1-Benzenesulfonylindole-2,3-dicarboxylic Anhydride with Wittig Reagents: Synthesis of Pyrrolo[1,2-a]indoles and Cyclopent[b]indole

Synthesis and Some Biological Properties of Pyrrolo[1,2‐a]indoles

“…Cyclization of the 2,3‐substituted indole 85 in mesitylene with formation of 2,3‐dihydro‐1‐oxopyrrolo[1,2‐ a ]indole 86 is described in . The formation of 86 under these conditions is possible only from 3‐substituted indoles 85 (Scheme ).…”

3,3-Dimethyl-1,2,3,4-tetrahydrocyclopenta[b]indole-1,2-dione (bruceolline E)

“…tionality using selenium dioxide (Gribble et al, 1988) in 60% yield. Similar Nazarov cyclizations with indoles (Bergman & Venemalm, 1992;Cheng & Cheung, 1996;Ishikura et al, 2000;Miki et al, 2001;Churruca et al, 2010) have been reported.…”

“…For examples of similar tandem acylation/Nazarov cyclization with pyrroles, see: Song et al (2006). For examples of Nazarov cyclizations with indoles, see: Bergman & Venemalm (1992); Cheng & Cheung (1996); Ishikura et al (2000); Miki et al (2001); Churruca et al (2010). For examples of -diketone oxidations using selenium dioxide, see: Gribble et al (1988); Xu et al (2002); Belsey et al (2006).…”