A STUDY OF THE HETERO-DIELS-ALDER REACTION OF N-ALKYL-2-CYANO-1-AZADIENES WITH 2-VINYLINDOLE

Authors
DUFOUR B MOTORINA I FOWLER FW GRIERSON DS
Citation
B. Dufour et al., A STUDY OF THE HETERO-DIELS-ALDER REACTION OF N-ALKYL-2-CYANO-1-AZADIENES WITH 2-VINYLINDOLE, Heterocycles, 37(3), 1994, pp. 1455-1458
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
37
Issue
3
Year of publication
1994
Pages
1455 - 1458
Database
ISI
SICI code
0385-5414(1994)37:3<1455:ASOTHR>2.0.ZU;2-2
Abstract
The N-alkyl-2-cyano-1-azadienes (2a) and (2b) derived from ethanolamin e react with 2-vinylindole under thermal conditions to give the Michae l addition adducts (9) and (9') as the principle product. In the react ion of 2a with vinylindole the Diels-Alder product (11) was also isola ted. In the reaction with 2b, formation of compounds (9) was accompani ed by the cyclized product (10) and the Diels-Alder adduct (13).