A versatile and convenient synthesis of alkyl nitroaromatic ethers by nucleophilic aromatic substitution

RA Bunce, KM Easton

Index: Bunce, Richard A.; Easton, Kerry M. Organic Preparations and Procedures International, 2004 , vol. 36, # 1 p. 76 - 81

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Citation Number: 10

Abstract

One of our current projects required a series of ally1 2-nitroaromatic ethers as substrates for a new synthesis of benzoxazines.'During the preparation of several of these substrates, we found that conversion of the required allylic alcohol to the bromide and 0-alkylation of 2- nitrophenol under basic conditions gave low yields of the desired products. We, therefore, sought a more direct approach involving nucleophilic substitution of an allylic alkoxide on ...