REACTION OF THE 2(BROMODIFLUOROMETHYL)BENZOXAZOLE WITH TETRAKIS(DIMETHYLAMINO)ETHYLENE (TDAE) IN THE PRESENCE OF ALDEHYDES - A CONVENIENT SYNTHESIS OF 2-(DIFLUOROMETHYL)BENZOXAZOLE ALCOHOLS

Authors
BURKHOLDER C DOLBIER WR MEDEBIELLE M
Citation
C. Burkholder et al., REACTION OF THE 2(BROMODIFLUOROMETHYL)BENZOXAZOLE WITH TETRAKIS(DIMETHYLAMINO)ETHYLENE (TDAE) IN THE PRESENCE OF ALDEHYDES - A CONVENIENT SYNTHESIS OF 2-(DIFLUOROMETHYL)BENZOXAZOLE ALCOHOLS, Tetrahedron letters, 38(5), 1997, pp. 821-824
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
5
Year of publication
1997
Pages
821 - 824
Database
ISI
SICI code
0040-4039(1997)38:5<821:ROT2WT>2.0.ZU;2-G
Abstract
Tetrakis(dimethylamino)ethylene (TDAE) was found to be an effective re ductant of the 2-(bromodifluoromethyl)benzoxazole 1. The generated 2-( difluorormethyl) benzoxazole anion was trapped with several aldehydes 2-9, under mild conditions, to give the corresponding 2-(difluoromethy l)benzoxazole alcohols 10-17, in moderate to good yields. (C) 1997, Pu blished by Elsevier Science Ltd.