Indole[1,2-c]quinazolines by palladium-catalyzed cyclization of bis(o-trifluoroacetamidophenyl) acetylene with aryl and vinyl halides or triflates

Citation
A. Arcadi et al., Indole[1,2-c]quinazolines by palladium-catalyzed cyclization of bis(o-trifluoroacetamidophenyl) acetylene with aryl and vinyl halides or triflates, SYNLETT, (10), 2001, pp. 1605-1607
Citations number
21
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
10
Year of publication
2001
Pages
1605 - 1607
Database
ISI
SICI code
0936-5214(200110):10<1605:IBPCOB>2.0.ZU;2-N
Abstract
6-Trifluoromethyl-12-aryl(vinyl)indolo[1,2-c]quinazolines are prepared in h igh yield through the palladium-catalyzed reaction of readily available bis (o-trifluoroacetamidophenyl)acetylene with aryl or vinyl halides and trifla tes. followed by cyclization of the resultant derivatives. The reaction, wh ich tolerates a variety of important functional groups. probably involves t he formation of a 3-aryl-2-(o-trifluoroacetamidophenyl)indole intermediate, followed by its cyclization to the indolequinazoline product. Formation of the indoloquinazoline nucleus has been unambiguously determined via X-ray analysis.