LITHIATION AND ELECTROPHILIC SUBSTITUTION OF ODIBENZ[B,F][1,4]-OXAZEPINE-10-TERT-BUTYLCARBAMATE - THE PREPARATION OF NOVEL FUSED HETEROCYCLIC-DERIVATIVES OF 8-CHLORODIBENZOXAZEPINE

Authors
LI JJ HAGEN TJ CHRUSCIEL RA NORTON MB TSYMBALOV S HALLINAN EA REITZ DB
Citation
Jj. Li et al., LITHIATION AND ELECTROPHILIC SUBSTITUTION OF ODIBENZ[B,F][1,4]-OXAZEPINE-10-TERT-BUTYLCARBAMATE - THE PREPARATION OF NOVEL FUSED HETEROCYCLIC-DERIVATIVES OF 8-CHLORODIBENZOXAZEPINE, Journal of heterocyclic chemistry, 31(6), 1994, pp. 1689-1696
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of heterocyclic chemistry → ACNP
ISSN journal
0022152X
Volume
31
Issue
6
Year of publication
1994
Pages
1689 - 1696
Database
ISI
SICI code
0022-152X(1994)31:6<1689:LAESOO>2.0.ZU;2-S
Abstract
Lithiation of rodibenz[b,f][1,4]oxazepine-10-tert-butylcarbamate (1) i s described. Electrophilic substitution of the resulting N-Boc dibenzo xazepine alpha-lithioamine 2 with ketones, aldehydes, nitriles, isocya nates and imines, followed by an in-situ cyclization, gave fused carba mates 5-26, fused 2H-imidazol-2-ones 27-29, fused hydantoins 30-32, an d fused ureas 33-35, respectively, in 11-66% yield.