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Paper | Regular issue | Vol 100, No. 5, 2020, pp.719-746
Published online, 31st March, 2020
DOI: 10.3987/COM-20-14206
Transition Metal-Free Cyclization of N-Boc-N-propargylenamines

Yuya Chikayuki, Yasuaki Kouno, Shiori Yonekawa, Haruka Ishikawa, Yoko Waki, Hiroyoshi Teramoto, Shigeru Sasaki, Kimio Higashiyama, and Takayasu Yamauchi*

*Institute of Medicinal Chemistry, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan

Abstract

An efficient method for the synthesis of multi-substituted pyrroles was developed using basic cyclization of readily accessible N-Boc-N-propargylenamines. Despite the basic conditions, cleavage of the N-Boc group occurred easily. The process was rapid and afforded N-H-pyrroles with wide functional group tolerance in high yields.