Green Chemistry

Application of a recyclable fluorous oxime in the convenient synthesis of 3-amino-1, 2-benzisoxazoles and 4-amino-1 H-2, 3-benzoxazines

WJ Ang, CY Chu, TC Chou, LC Lo, Y Lam

Index: Ang, Wei Jie; Chu, Chi-Yuan; Chou, Tzyy-Chao; Lo, Lee-Chiang; Lam, Yulin Green Chemistry, 2013 , vol. 15, # 3 p. 780 - 785

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Citation Number: 5

Abstract

A microwave-assisted, fluorous synthetic route to< AQ verify> 3-amino-1, 2-benzisoxazoles and 4-amino-1H-2, 3-benzoxazines has been developed. The strategy comprises linking the respective 2-fluorobenzonitrile or 2-(bromomethyl) benzonitrile to a fluorous oxime tag to give an aryloxime intermediate which then undergoes cyclization with concomitant cleavage of the substrate-tag in acidic conditions to provide the desired product in good to moderate ...