APPLICATION OF TRICHLOROETHYLENE IN ORGAN IC-SYNTHESIS .8. SYNTHESIS OF 1-(9-CARBAZOLYL)-1-DIALKYLAMINO-2-CHLOROETHYLENES AND N,N-DIALKYL-ALPHA-(9-CARBAZOLYL)ACETAMIDES

Citation
Y. Pelikhovskii et D. Bogdal, APPLICATION OF TRICHLOROETHYLENE IN ORGAN IC-SYNTHESIS .8. SYNTHESIS OF 1-(9-CARBAZOLYL)-1-DIALKYLAMINO-2-CHLOROETHYLENES AND N,N-DIALKYL-ALPHA-(9-CARBAZOLYL)ACETAMIDES, Izvestia vyssih ucebnyh zavedenij. Himia i himiceskaa tehnologia, 37(2), 1994, pp. 61-67
Citations number
22
Categorie Soggetti
Chemistry
ISSN journal
05792991
Volume
37
Issue
2
Year of publication
1994
Pages
61 - 67
Database
ISI
SICI code
0579-2991(1994)37:2<61:AOTIOI>2.0.ZU;2-M
Abstract
Dichloroacetylene (DCA), which is generated ''in situ'' from trichloro ethylene, reacts with carbazole and aliphatic amines under phase-trans fer catalytic conditions (PTC) yielding 9-(E)-1, 2-dichlorovinyl) carb azole (I), 1-(9-carbazolyl)-1-dialkylamino-2-chloroethylenes (II) and N, N-dialkyl alpha-(9-carbazolyl) acetamides (II) in one-step synthesi s. It is found that II and III are formed as the result of direct addi tion of secondary amines to the triple bond of DCA followed by reactio ns of an intermediate product with carbazole or hydroxyl anion.