Organic & biomolecular chemistry

Preparation of β-and γ-lactams via ring closures of unsaturated carbamoyl radicals derived from 1-carbamoyl-1-methylcyclohexa-2, 5-dienes

AF Bella, LV Jackson, JC Walton

Index: Bella, A. Franco; Jackson, Leon V.; Walton, John C. Organic and Biomolecular Chemistry, 2004 , vol. 2, # 3 p. 421 - 428

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Citation Number: 40

Abstract

1-Carbamoyl-1-methylcyclohexa-2, 5-dienes produced the corresponding delocalised 1- carbamoyl-1-methylcyclohexa-2, 5-dienyl radicals on treatment with radical initiators. At temperatures above ca. 300 K dissociation to produce toluene and aminoacyl (carbamoyl) radicals took place. The alternative dissociation of the 1-carbamoyl-1-methylcyclohexa-2, 5- dienyl radicals to release methyl radicals and an aromatic amide did not compete. ...