REACTION OF LITHIUM 1-ALKOXYENESELENOLATES WITH PROPARGYLIC BROMIDES - ONE-POT CONVERSION TO POLYSUBSTITUTED SELENOPHENES

Authors
KANDA T EZAKA T MURAI T KATO S
Citation
T. Kanda et al., REACTION OF LITHIUM 1-ALKOXYENESELENOLATES WITH PROPARGYLIC BROMIDES - ONE-POT CONVERSION TO POLYSUBSTITUTED SELENOPHENES, Tetrahedron letters, 36(16), 1995, pp. 2807-2810
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
16
Year of publication
1995
Pages
2807 - 2810
Database
ISI
SICI code
0040-4039(1995)36:16<2807:ROL1WP>2.0.ZU;2-P
Abstract
Lithium 1-alkoxyeneselenolates 2 in tetrahydrofuran were characterized by H-1 NMR for the first time. Their reaction with propargyl bromide was found to proceed through a propargylic rearrangement to generate a llenic selenoic acid O-esters 3, which led to poly-substituted selenop henes in moderate yields under reflux.