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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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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).

Item Type: Article
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Schools: School of Applied Sciences
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Depositing User: Sharon Beastall
Date Deposited: 20 Sep 2012 11:38
Last Modified: 28 Aug 2021 11:21


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