Heteroannulation through copper catalysis: a novel and highly regio- and stereoselective cyclisation of alkynes leading to (E)-2-(2-arylvinyl)quinazolinones

Authors
Kundu, NG Chaudhuri, G
Citation
Ng. Kundu et G. Chaudhuri, Heteroannulation through copper catalysis: a novel and highly regio- and stereoselective cyclisation of alkynes leading to (E)-2-(2-arylvinyl)quinazolinones, TETRAHEDR L, 42(15), 2001, pp. 2883-2886
Citations number
32
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
15
Year of publication
2001
Pages
2883 - 2886
Database
ISI
SICI code
0040-4039(20010409)42:15<2883:HTCCAN>2.0.ZU;2-G
Abstract
2-[N-Alkyl(benzyl)-N-(prop-2 ' -ynyl)]aminobenzamides 5 reacted with aryl i odides 2 under palladium-copper catalysis to yield disubstituted alkynes 6- 13, which underwent a novel cyclisation in the presence of CuI, K2CO3, n-Bu 4NBr in acetonitrile to yield (E)-1-alkyl(benzyl)-3-aryl-2-(2-arylvinyl) qu inazolin-4-ones 14-21 in excellent yields instead of the expected benzodiaz epinones 22. (C) 2001 Elsevier Science Ltd. All rights reserved.