Beckmann fragmentation of an. alpha.-methylthio ketoxime

RL Autrey, PW Scullard

Index: Autrey,R.L.; Scullard,P.W. Journal of the American Chemical Society, 1968 , vol. 90, p. 4924 - 4929

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Citation Number: 24

Abstract

Abstract: A general procedure for the conversion of a-methylene ketones to a-methioxy ketones is exemplified by the preparation of 2-methioxy-7-methoxytetralone-1 (4). The steric influence of the a-methioxy function is assessed. Submission of 5, the oxime of 4, to the conditions of the Beckmann rearrangement causes fragmentation to a mixture of 3-aryl-trans- and-cis-1-methioxypropenes (6 and 7). The use of a new reagent, 2-chloro-1, 1, 2- ...

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