Oxidative heterocyclization of 2-alkynylbenzaldehydes with 1,2-phenylenediamine

Citation
G. Dyker et al., Oxidative heterocyclization of 2-alkynylbenzaldehydes with 1,2-phenylenediamine, EUR J ORG C, (8), 2000, pp. 1433-1441
Citations number
11
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
8
Year of publication
2000
Pages
1433 - 1441
Database
ISI
SICI code
1434-193X(200004):8<1433:OHO2W1>2.0.ZU;2-G
Abstract
Upon condensation of ortho-phenylenediamine (2) with ortho-alkynylbenzaldeh ydes in nitrobenzene, oxidative cyclizations are observed, which result in benzimidazo[2,1-a]iso-quinolines (8) or isoindolo[2,1-a]quinoxalines (9) de pending on the influence of additional substituents at the alkyne.