The Nitrosation of β-Keto Sulfoxides

Y Otsuji, Y Tsujii, A Yoshida, E Imoto

Index: Otsuji,Y. et al. Bulletin of the Chemical Society of Japan, 1971 , vol. 44, p. 219 - 223

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Citation Number: 3

Abstract

β-Keto sulfoxides were prepared by the reaction of the esters with the methylsulfinyl carbanion. The nitrosation of the β-keto sulfoxides, RCOCH 2 SOCH 3 (R= C 6 H 5, C 6 H 5 CH 2 CH 2, nC 3 H 7), with sodium nitrite and hydrochloric acid gave the corresponding α- chloro-α-isonitroso ketones, RCOC (= NOH) Cl, in high yields. However, the nitrosation of α- substituted β-keto sulfoxide, RCOCH (R′) SOCH 3, in a similar manner afforded the α- ...