Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Convenient One-pot Syntheses of Sulfinates, Sulfinamides, and Thiosulfinates by Sulfinylation with p-Toluenesulfinic Acid and Activating Reagents
YOSHIHIDE NOGUCHIMASANOBU ISODAKENKICHI KUROKIMITSURU FURUKAWA
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Keywords: one-pot synthesis
JOURNAL FREE ACCESS

1982 Volume 30 Issue 5 Pages 1646-1652

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Abstract
One-pot syntheses of sulfinates, sulfinamides, and thiosulfinates by O-, N-, and S-sulfinylations of alcohols, amines, and thiols with p-toluenesulfinic acid in the presence of various activating reagents, phenyl phosphorodichloridate (1), diphenyl phosphoro-chloridate (2), triphenylphosphine N-chlorosuccinimide (NCS) (3), and 3-(phthalimidoxy)-1, 2-benzoisothiazole 1, 1-dioxide (4), were investigated. All of these reagents were reasonably effective for O-and S-sulfinylation, but ineffective for N-sulfinylation. Among them, the reagents 1 and 2 were slightly more efficient than the others.
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© The Pharmaceutical Society of Japan
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