The Journal of Organic Chemistry

Aryne and SNAr reactions of polyhalobenzenes. 6. Synthesis of benzofurans

JP Bachelet, P Caubere

Index: Bachelet, Jean-Pierre; Caubere, Paul Journal of Organic Chemistry, 1982 , vol. 47, # 2 p. 234 - 238

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Citation Number: 22

Abstract

The scope and limitations of the one-pot synthesis of benzofurans by aryne condensations of the cyclic ketone enolatee with dihalogenobenzenes in the presence of the complex base NaNH2-t-BuONa were studied. It is shown that this method is of interest for the synthesis of a large variety of benzofurans. A new, simple, and selective monodealkylation of (dialky1amino) benzene derivatives by chloroethyl chloroformate is reported.