REACTION OF ORTHO-PHENYLENEDIAMINES WITH ELECTRON-RICH ALKENES AND FORMALDEHYDE

Authors
MELLOR JM MERRIMAN GD MITCHELL PL
Citation
Jm. Mellor et al., REACTION OF ORTHO-PHENYLENEDIAMINES WITH ELECTRON-RICH ALKENES AND FORMALDEHYDE, Tetrahedron, 51(45), 1995, pp. 12383-12392
Citations number
30
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
45
Year of publication
1995
Pages
12383 - 12392
Database
ISI
SICI code
0040-4020(1995)51:45<12383:ROOWEA>2.0.ZU;2-B
Abstract
ortho-Phenylenediamines react with formaldehyde and cyclopentadiene in acetonitrile in the presence of trifluoroacetic acid to give two type s of product. With excess formaldehyde and cyclopentadiene pentacyclic diamines are obtained. Tricyclic diamines are favoured when less form aldehyde is used. The derivatisation of the series of tricyclic benzod iazepines is described and the relationship between these benzodiazepi nes and the clinically important benzodiazepines is highlighted.