Favorskii Rearrangement and Carbon-Carbon Bond-Cleavage of. ALPHA.-Chloro-. ALPHA.-sulfonyl Ketones: A Synthesis of Carboxylic Acids and Their Derivatives …

…, K Oguro, J Shishikura, N Kanetaka, R Okada…

Index: Satoh, Tsuyoshi; Oguro, Kazuko; Shishikura, Jun-ichi; Kanetaka, Naomi; Okada, Reiko; Yamakawa, Koji Bulletin of the Chemical Society of Japan, 1993 , vol. 66, # 8 p. 2339 - 2347

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Citation Number: 9

Abstract

A method for synthesizing carboxylic acids and their derivatives from aldehydes and ketones via α-chloro-α-sulfonyl ketones is described. Acyclic α-chloro-α-sulfonyl ketones were synthesized from aldehydes and 1-chloroalkyl p-tolyl sulfoxides with carbon–carbon coupling in good overall yields. Cyclic α-chloro-α-sulfonyl ketones were synthesized from cyclic ketones in three steps in high overall yields. The Favorskii rearrangement of both ...