Thallium in organic synthesis. 65. A novel synthesis of benzoxazoles from anilides

…, AH Katz, SI Alvarado, A McKillop

Index: Taylor, Edward C.; Katz, Alan H.; Alvarado, Sergio I.; McKillop, Alexander Journal of Organic Chemistry, 1986 , vol. 51, # 9 p. 1607 - 1609

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Citation Number: 4

Abstract

Although benzoxazoles are conventionally prepared from o-aminophenols by cyclization with carboxylic acids, imino ethers, nitriles, et^.^ a few procedures have been described which commence with an anilide and subsequently introduce the requisite ortho-situated oxygen substituent. Several groups have reported the formation of benzoxazoles by intramolecular trapping of an aryne intermediate generated in situ from 2-or 3-hal0anilides ...