p-Toluenesulfonic acid-mediated cyclization of o-(1-alkynyl) anisoles or thioanisoles: synthesis of 2-arylsubstituted benzofurans and benzothiophenes

M Jacubert, A Hamze, O Provot, JF Peyrat, JD Brion…

Index: Jacubert, Maud; Hamze, Abdallah; Provot, Olivier; Peyrat, Jean-Francois; Brion, Jean-Daniel; Alami, Mouad Tetrahedron Letters, 2009 , vol. 50, # 26 p. 3588 - 3592

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Citation Number: 40

Abstract

A variety of 2-arylbenzo [b] furans are readily prepared in good to excellent yields from the cyclization of o-(1-alkynyl) anisole derivatives under mild reaction conditions using an alcoholic media, p-toluenesulfonic acid under microwave irradiation. Starting from the corresponding o-(1-alkynyl) thioanisole derivatives, this friendly and environmentally free- metal procedure has been successfully extended to the synthesis of benzo [b] thiophenes. ...