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Selenenylation–acylation of ketones with 2-chloroselenobenzoyl chloride. A novel route to benzo[b]selenophenes

✍ Scribed by Krystian Kloc; Jacek Młochowski

Book ID: 104230904
Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 86 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)00839-5

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✦ Synopsis

It has been found that enolizable ketones and 1,3-diones react in neutral or basic medium with biselectrophiles such as 2-chloroselenobenzoyl chloride. The reaction takes place on the active a-methylene group. Selenenylation and subsequent acylation of the a-carbon atom take place and, depending on the ketone used, 3-hydroxybenzo[b]selenophenes or benzo[b]selenophen-3(2H)-ones are produced in moderate to high yields.

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