A Convenient Synthesis of Monocyclic β-Lactams by Means of Solid-Liquid Phase Transfer Reactions

HIROKI TAKAHATA; YOSHINORI OHNISHI; HIROYUKI TAKEHARA; KAZUKO TSURITANI; TAKAO YAMAZAKI

doi:10.1248/cpb.29.1063

HIROKI TAKAHATA, YOSHINORI OHNISHI, HIROYUKI TAKEHARA, KAZUKO TSURITANI, TAKAO YAMAZAKI

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Keywords: 4-dimethylaminopyridine

JOURNAL FREE ACCESS

1981 Volume 29 Issue 4 Pages 1063-1068

DOI https://doi.org/10.1248/cpb.29.1063

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Abstract

The intramolecular N-alkylation of β-bromopropionamides (1) under phase transfer conditions afforded monocyclic N-substituted β-lactams (2) in high yields. In a similar manner, cyclization by N₁-C₄ bond formation gave 4-benzoyl-2-azetidinones (4) from 3-benzoyl-3-bromopropionanilides (3).

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