Tetrahedron Letters

Three-component synthesis of disubstituted 2H-pyrrol-2-ones: preparation of the violacein scaffold

EC McLaughlin, MW Norman, TK Ko, I Stolt

Index: McLaughlin, Emily C.; Norman, Matthew W.; Ko Ko, Thant; Stolt, Ingrid Tetrahedron Letters, 2014 , vol. 55, # 16 p. 2609 - 2611

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Abstract

Abstract An efficient, three-component, microwave-mediated cyclization to prepare the 3, 5- disubstituted 2H-pyrrol-2-one core of the bis-indole alkaloid, violacein, is described. Preliminary results indicate an iterative, thermally driven, condensation of a γ-ketoester, ammonium acetate, and isatin in polyethylene glycol. This methodology is an effective and environmentally benign route to prepare a series of violacein analogs in good overall ...