Ring contraction of sulfenamides derived from thiochroman-4-ones

Christopher D. Gabbutt, John D. Hepworth, B. Mark Heron, Magan Kanjia

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Tiochroman-4-ones and chroman-4-ones react with an excess of thionyl chloride to give the α-chlorosulfenyl chlorides (2) which form sulfenamides (3) when treated with secondary amines. On hydrolysis, (3) undergo a ring contraction to give benzo[b]thiophen-3-ones (4).

LanguageEnglish
Pages827-834
Number of pages8
JournalTetrahedron
Volume50
Issue number3
DOIs
Publication statusPublished - 17 Jan 1994
Externally publishedYes

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Chromans
Amines
Chlorides
Hydrolysis
thionyl chloride
sulfenamide

Cite this

Gabbutt, Christopher D. ; Hepworth, John D. ; Heron, B. Mark ; Kanjia, Magan. / Ring contraction of sulfenamides derived from thiochroman-4-ones. In: Tetrahedron. 1994 ; Vol. 50, No. 3. pp. 827-834.
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Ring contraction of sulfenamides derived from thiochroman-4-ones. / Gabbutt, Christopher D.; Hepworth, John D.; Heron, B. Mark; Kanjia, Magan.

In: Tetrahedron, Vol. 50, No. 3, 17.01.1994, p. 827-834.

Research output: Contribution to journalArticle

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