Convenient one-pot method for the preparation of polysubstituted benzo[b]- and naphtho[1,2-b]-furans and -thiophenes

Abstract

N-(Phenoxymethyl)- and N-(phenylthiomethyl)-benzotriazoles are versatile substrates for the preparation of benzofurans and benzothiophenes by insertion reactions of their anions into alkyl and aryl aldehydes and in situ cyclization of the α-aryloxy and α-arylthio ketones thus formed. N-(Naphthyloxy)- and N-(naphthylthio)-benzotriazoles are similarly efficient precursors for naphthofurans and naphthothiophenes.

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