Ring contraction of sulfenamides derived from thiochroman-4-ones

Gabbutt, Christopher D., Hepworth, John D., Heron, B. Mark and Kanjia, Magan (1994) Ring contraction of sulfenamides derived from thiochroman-4-ones. Tetrahedron, 50 (3). pp. 827-834. ISSN 0040-4020

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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).

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URI:

https://eprints.hud.ac.uk/id/eprint/14985

URI:

https://eprints.hud.ac.uk/id/eprint/14985

Title:

Ring contraction of sulfenamides derived from thiochroman-4-ones

Creators:

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

Identification Number:

10.1016/S0040-4020(01)80797-3

Official URL: