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

被引:1
|
作者
LI, JJ
HAGEN, TJ
CHRUSCIEL, RA
NORTON, MB
TSYMBALOV, S
HALLINAN, EA
REITZ, DB
机构
[1] Monsanto Company, St Louis, Missouri, 63198
[2] Department of Chemistry, Searle Research & Development, Skokie, Illinois
[3] Department of Biochemistry, Upjohn Laboratories, Upjohn Company, Kalamazoo, Michigan
关键词
D O I
10.1002/jhet.5570310670
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Lithiation of 8-chlorodibenz[b,f][1,4]oxazepine-10-tert-butylcarbamate (1) is described. Electrophilic substitution of the resulting N-Boc dibenzoxazepine alpha-lithioamine 2 with ketones, aldehydes, nitriles, isocyanates and imines, followed by an in-situ cyclization, gave fused carbamates 5-26, fused 2H-imidazol-2-ones 27-29, fused hydantoins 30-32, and fused ureas 33-35, respectively, in 11-66% yield.
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页码:1689 / 1696
页数:8
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