One-pot synthesis of N-substituted pantolactams from pantolactone

…, P Camps, M Comes-Franchini, D Muñoz-Torrero…

Index: Barrios, Ivana; Camps, Pelayo; Comes-Franchini, Mauro; Munoz-Torrero, Diego; Ricci, Alfredo; Sanchez, Laura Tetrahedron, 2003 , vol. 59, # 11 p. 1971 - 1979

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Citation Number: 16

Abstract

Rac-N-substituted pantolactams (5) are readily obtained in medium to good yields by reaction of rac-pantolactone (1) with primary amines under acid catalysis, whether at 250° C in a pressure reactor or under microwave irradiation. It appears that the amine can react with pantolactone at the carbonyl carbon atom to give a hydroxyamide (3) in a reversible way and at the methylene carbon atom to give a γ-amino acid (4). The last one on dehydration ...