The Journal of Organic Chemistry

Thiosulfonium ions. Methylthiolation of thioketals

JK Kim, JK Pau, MC Caserio

Index: Kim,J.K. et al. Journal of Organic Chemistry, 1979 , vol. 44, # 9 p. 1544 - 1550

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Citation Number: 29

Abstract

IXmethyl (methy1thio) sulfonium fluoroborate (1) and methanesulfenyl chloride (2) react rapidly with 2, 2-bis (methylt, hio) propane (5), 2, 2-dimethyl-1, 3-dithiolane (6), and 2, 2- dimethyl-1, 3-dithiane (7) in nitromethane or tlichloromethane to cleave both thioketal carbon-sulfur bonds. A product of structure (CH&C (SCHs) X, X= C1 sr S+(C: H&,-BF4, was obtained from all three acetone thioketals together with methyl disulfide from 5 and ...