1-Haloalkyl Aryl Sulfoxides as Useful Agents in Synthesis of. ALPHA.-Halo Ketones. A New Synthesis of. ALPHA.-Halo Ketones,. ALPHA.-Halo. ALPHA.,. BETA.- …

…, N Itoh, K Onda, Y Kitoh, K Yamakawa

Index: Satoh, Tsuyoshi; Itoh, Norifumi; Onda, Ken-ichi; Kitoh, Yasushi; Yamakawa, Koji Bulletin of the Chemical Society of Japan, 1992 , vol. 65, # 10 p. 2800 - 2806

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Citation Number: 32

Abstract

α-Halo α-sulfinyl ketones were synthesized in two steps from 1-haloalkyl aryl sulfoxides and aldehydes in high yields. Desulfinylation of the α-halo α-sulfinyl ketones was performed with ethylmagnesium bromide in ether at low temperature to afford α-halo ketones via magnesium enolates in high yields. The magnesium enolate intermediates were trapped with various electrophiles such as deuterium oxide, ethyl chloroformate, and ...