close

Вход

Забыли?

вход по аккаунту

?

код для вставки
2005
Thiophene derivatives
R 0090
Synthesis of Functionalized Spiro[cycloalkanono-2,3'-thiophenes] via Tandem
Addition—Cyclization of 3-Oxoacid Thioanilides to Nitroalkenes. —
12- 114 Conjugate
Michael addition of thioanilides (I) and (VI) to β-nitrostyrenes (II) affords the spiro systems (III) and (VII), respectively. The influence of the size of cycloalkanone rings and
the substituents in the aryl groups of the thioanilide moiety on the yields and stabilities
of the products as well as on the reaction rates is investigated. A methyl or chlorine
substituent in the thioanilide fragment of (I) or (VI) increases the yield of products and
facilitates their isolation and purification. The transformation of the polyfunctionalized
thiophenes (III) and (VII) to nitrogen heterocycles fails, probably due to the low stability of the products under acidic conditions. Heating of the products (III) and (VII) with
acetic anhydride furnishes the corresponding oxime acetates. —
(BOGDANOWICZ-SZWED*, K.; GIL, R.; Monatsh. Chem. 135 (2004) 11,
1415-1425; Dep. Org. Chem., Jagiellonian Univ., PL-30-060 Krakow, Pol.; Eng.) —
H. Hoennerscheid
Документ
Категория
Без категории
Просмотров
0
Размер файла
27 Кб
Теги
1/--страниц
Пожаловаться на содержимое документа