Synthesis of fused rings at a pivotal nitrogen: tandem Heck reactions of N-vinyl-2-iodobenzamides

Authors
Garcia, A Rodriguez, D Castedo, L Saa, C Dominguez, D
Citation
A. Garcia et al., Synthesis of fused rings at a pivotal nitrogen: tandem Heck reactions of N-vinyl-2-iodobenzamides, TETRAHEDR L, 42(10), 2001, pp. 1903-1905
Citations number
21
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
10
Year of publication
2001
Pages
1903 - 1905
Database
ISI
SICI code
0040-4039(20010304)42:10<1903:SOFRAA>2.0.ZU;2-X
Abstract
A short two-step synthesis of the tetracyclic nitrogen heterocycles 2 (isoi ndoloneindole, isoindoloneisoquinoline and isoindolone[3]benzazepine) is pr esented. Condensation of the corresponding o-bromoarylamine with acetaldehy de followed by acylation with o-iodobenzoyl chloride affords the key dihalo N-vinylbenzamides 1, which are then cyclized by a tandem Heck reaction. (C ) 2001 Elsevier Science Ltd. All rights reserved.