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Synfacts 2007(1): 0025-0025
DOI: 10.1055/s-2006-955753
DOI: 10.1055/s-2006-955753
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York
An SRN1 Route to 3-Substituted and Fused Isoquinolin-1-(2H)-ones
J. F. Guastavino, S. M. Barolo, R. A. Rossi*
Universidad Nacional de CÓ rdoba, Argentina
Further Information
Publication History
Publication Date:
15 December 2006 (online)
Significance
An efficient one-pot synthesis of 3-substituted and fused isoquinolin-1-(2H)-ones via a photostimulated SRN1 reaction is described. Thus, 2-iodobenzamide undergoes reaction with enolates of aromatic, aliphatic and cyclic ketones under irradiation in the presence of t-BuOK to afford the quinolone products in modest to excellent yields. The scope and functional group tolerance of the reaction were not adequately investigated.