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Review | Regular issue | Vol 96, No. 8, 2018, pp.1335-1361
Published online, 8th May, 2018
DOI: 10.3987/REV-18-884
Synthesis of Nitrogen Containing Heterocycles by Using Carbon-Nitrogen Double Bond

Kentaro Okuma*

*Department of Chemistry, Faculty of Sciences, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, Japan

Abstract

Recent achievements in the construction of mainly nitrogen containing heterocycles by the intramolecular cyclization of alkenylanilides via activation of unsaturated bonds are reviewed. NIS or ZnX2 activation of 2-alkenylanilines and 2-alkynylanilines gave quinolines or indoles in high yields. Reaction of 2-aminobenzaldehyde with acetophenones under basic conditions gave dibenzonaphthyridines in one-pot operation. Other nitrogen and chalcogene containing heterocycles were also synthesized by the reaction of ketone hydrazones with chalcogen halides.