AN UNUSUAL DEPENDENCY OF COUNTERION DURING WITTIG METHYLENATION OF BIS-HETEROARYL KETONES

Authors
SUBRAMANYAM C
Citation
C. Subramanyam, AN UNUSUAL DEPENDENCY OF COUNTERION DURING WITTIG METHYLENATION OF BIS-HETEROARYL KETONES, Tetrahedron letters, 36(51), 1995, pp. 9249-9252
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
51
Year of publication
1995
Pages
9249 - 9252
Database
ISI
SICI code
0040-4039(1995)36:51<9249:AUDOCD>2.0.ZU;2-1
Abstract
Attempted Wittig methylenation of some bis-heteroaromatic ketones (8, 11 and 13) using MeP(+)Ph(3)Br and n-BuLi gave none of the desired ole fin. However, when KtBuO was used as the base for generation of the yl ide, efficient olefination of these ketones was observed. A possible m echanistic pathway for this interesting but unprecedented observation is proposed.