close

Вход

Забыли?

вход по аккаунту

?

код для вставки
2005
C-C bond formation
O 0282
Acrylamide in the Baylis—Hillman Reaction: Expanded Reaction Scope and the
Superiority of DABCO over More Basic Tertiary Amine Catalysts.
04- 052 Unexpected
— A novel hydroalkoxylation reaction is observed in the amine-catalyzed reaction of
acrylamide (I) with primary alcohols [cf. (III)]. DBU, DMAP or quinuclidine are efficient catalysts for this reaction. In contrast, use of the more nucleophilic and less basic
DABCO as catalyst favors the formation of Baylis—Hillman adduct (V), and the yield
is significantly improved in the presence of phenol. Thus, it is now possible to apply
acrylamide (I) in the Baylis—Hillman reaction with aromatic aldehydes (VI), even deactivated electron-rich aldehydes like o-anisaldehyde (VIf). — (FALTIN, C.;
FLEMING, E. M.; CONNON*, S. J.; J. Org. Chem. 69 (2004) 19, 6496-6499; Dep.
Chem., Trinity Coll., Dublin 2, Ire.; Eng.) — Mischke
Документ
Категория
Без категории
Просмотров
0
Размер файла
25 Кб
Теги
1/--страниц
Пожаловаться на содержимое документа