Reactions of N- and C-alkenylanilines: IX. Synthesis, oxidation, and nitration of some 7-methyl-1,3a,4,8b-tetrahydrocyclopenta[b]indoles

Rhodium(III)-Catalyzed Directed C–H Dienylation of Anilides with Allenes Leads to Highly Conjugated Systems

“…We also envisioned the use of the amide as an internal nucleophile for the construction of heterocycles of synthetic value. Under iodo-amidation conditions, we successfully synthesized highly substituted indoles, a very important building block for natural products and pharmaceuticals (Scheme ). This reaction progresses via formation of the iodonium ion at the more electron-rich and sterically crowded olefin, followed by elimination of HI.…”