SYNTHESIS OF PYRROLO[2,1-C][1,4]BENZODIAZEPINE ANTIBIOTICS - OXIDATION OF CYCLIC SECONDARY AMINE WITH TPAP

Authors
KAMAL A HOWARD PW REDDY BSN REDDY BSP THURSTON DE
Citation
A. Kamal et al., SYNTHESIS OF PYRROLO[2,1-C][1,4]BENZODIAZEPINE ANTIBIOTICS - OXIDATION OF CYCLIC SECONDARY AMINE WITH TPAP, Tetrahedron, 53(9), 1997, pp. 3223-3230
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
9
Year of publication
1997
Pages
3223 - 3230
Database
ISI
SICI code
0040-4020(1997)53:9<3223:SOPA-O>2.0.ZU;2-8
Abstract
A facile procedure for the preparation of the imine form of the pyrrol o[2,1-c][1,4]-benzodiazepine ring system by the oxidation of cyclic se condary amine with catalytic amounts of tetra-n-propylammonium perruth enate (TPAP) and N-methylmorpholine N-oxide (NMO) as a co-oxidant is d escribed. This oxidative method is devoid of side-products and is thus a significant improvement over the Swern oxidation previously reporte d. (C) 1997 Elsevier Science Ltd.