Diels–Alder reactions of nitrobenzofurans: a simple dibenzofuran Synthesis. Theoretical studies using DFT methods

CD Della Rosa, JP Sanchez, MN Kneeteman…

Index: Della Rosa, Claudia D.; Sanchez, Juan P.; Kneeteman, Maria N.; Mancini, Pedro M.E. Tetrahedron Letters, 2011 , vol. 52, # 18 p. 2316 - 2319

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Citation Number: 8

Abstract

2-and 3-nitrobenzofurans are studied in polar thermal Diels–Alder reactions with normal electron demand using several structurally different dienes. A very strong electron-acceptor group, such as the nitro group, pushes the dienophilic character of these heterocyclic compounds. Since this substituent is easily extruded under thermal conditions, this reaction sequence becomes a simple method for the preparation of families of organic compounds ...