OXIDATIONS WITH LEAD TETRAACETATE .3. CYCLIZATION OF KETOSEMICARBAZONES TO 2-IMINO-DELTA3-1,3,4-OXADIAZOLINES

被引:24
作者
CAMERON, AM
WEST, PR
WARKENTI.J
机构
[1] Department of Chemistry, McMaster University, Hamilton, Ontario
关键词
D O I
10.1021/jo01263a002
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Acetone 4-benzylsemicarbazone is oxidized by lead tetraacetate (LTA) to 5,5-dimethyl-2-benzylimino-Δ3-1,3,4-oxadiazoline. Eight other members of this new type of oxadiazoline were synthesized. Assignment of the gross structure is based on the spectra of the compounds and on their reactions. The geometry at the exocyclic imino function is not rigorously established but the anti (azo) configuration is suggested on the basis of some of the nmr spectra. © 1969, American Chemical Society. All rights reserved.
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页码:3230 / &
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