Tetrahedron Letters

Mukaiyama's reagent promoted C–N bond formation: a new method to synthesize 3-alkylquinazolin-4-ones

P Punthasee, A Vanitcha, S Wacharasindhu

Index: Punthasee, Puminun; Vanitcha, Avassaya; Wacharasindhu, Sumrit Tetrahedron Letters, 2010 , vol. 51, # 13 p. 1713 - 1716

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Citation Number: 8

Abstract

A new approach to synthesize 3-alkylquinazolin-4-ones is developed. Treatment of quinazolin-4-ones with Mukaiyama's reagent, a base and a primary amine nucleophile results in the formation of 3-alkylquinazolin-4-ones in moderate to good yields under mild conditions. Using this methodology, a one-step synthesis of the natural alkaloid, echinozolinone, is accomplished.