Smooth Isoindolinone Formation from Isopropyl Carbamates via Bischler–Napieralski-Type Cyclization

…, M Onozuka, Y Yoshida, M Ide, Y Saikawa…

Index: Adachi, Satoshi; Onozuka, Masao; Yoshida, Yuko; Ide, Mitsuaki; Saikawa, Yoko; Nakata, Masaya Organic Letters, 2014 , vol. 16, # 2 p. 358 - 361

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Citation Number: 13

Abstract

Isopropyl carbamates derived from benzylamines provide isoindolinones by treatment with phosphorus pentoxide at room temperature. Utility of this Bischler–Napieralski-type cyclization and a new mechanism involving a carbamoyl cation for rationalization of this smooth conversion are discussed.