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

Authors
Kloc, K Mlochowski, J
Citation
K. Kloc et J. Mlochowski, Selenenylation-acylation of ketones with 2-chloroselenobenzoyl chloride. Anovel route to benzo[b]selenophenes, TETRAHEDR L, 42(29), 2001, pp. 4899-4902
Citations number
25
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
29
Year of publication
2001
Pages
4899 - 4902
Database
ISI
SICI code
0040-4039(20010716)42:29<4899:SOKW2C>2.0.ZU;2-1
Abstract
It has been found thar enolizable ketones and 1,3-diones react in neutral o r basic medium with biselectrophiles such as 2-chloroselenobenzoyl chloride . The reaction takes place on the active alpha -methylene group. Selenenyla tion and subsequent acylation of the alpha -carbon atom take place and. dep ending on the ketone used, 3-hydroxybenzo[b]selenophenes or benzo[b]selenop hen-3(2H)-ones are produced in moderate to high yields. (C) 2001 Published by Elsevier Science Ltd.