Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Regioselective Sulfenylation of Dianions derived from 1, 3-Dicarbonyl Compounds
KUNIO HIROIYUKO MATSUDASHUKO SATO
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Keywords: 1, 3-diketone
JOURNAL FREE ACCESS

1979 Volume 27 Issue 10 Pages 2338-2344

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Abstract
Regioselective sulfenylations of dianions derived from 1, 3-dicarbonyl compounds were investigated with readily available sulfenylating agents such as diphenyl disulfide, phenyl benzenethiosulfonate, and phenylsulfenyl chloride, employing sodium hydride and butyl lithium or lithium diisopropylamide as bases. Sulfenylations of the dianions prepared from the β-ketoesters Ia, Ib and VI, the β-ketoamide Ic, and the 1, 3-diketones X and XIII with diphenyl disulfide afforded IIIa, IIIb, VIII, IIIc, XII, and XV, respectively, in fairly good yields.
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© The Pharmaceutical Society of Japan
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