Synthesis of some novel heterocyclic steroids by Beckmann rearrangement

被引:0
作者
Jindal, DP [1 ]
Gupta, R [1 ]
Kaushal, R [1 ]
Singh, IB [1 ]
Yadav, MR [1 ]
机构
[1] PANJAB UNIV,DEPT PHARMACEUT SCI,CHANDIGARH 160014,INDIA
来源
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY | 1996年 / 35卷 / 08期
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D O I
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Steroidal 13 alpha-oxadiazole (3), [16,17-d]triazole (5) and 17-aza-D-homo (7) derivatives have been synthesised from steroidal oximino-hydrazone (2) using Beckmann rearrangement in the presence of acetic anhydride. The structures have been established by spectral and elemental analyses. Several modifications of these products have been carried out to obtain compounds (4, 6 and 8).
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页码:775 / 778
页数:4
相关论文
共 10 条
[1]  
CONLEY RT, 1963, J ORG CHEM, V28, P278
[2]  
DONARUMA LG, 1960, ORG REACTIONS, V2, P1
[3]   CLEAVAGE VS BECKMANN REARRANGEMENT IN ALPHA-OXIMINO KETONES [J].
HASSNER, A ;
POMERANT.IH ;
WENTWORT.WA .
JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (02) :304-&
[4]   CLEAVAGE REACTION OF 16-OXIMINO-17-KETO STEROIDS [J].
HASSNER, A ;
POMERANT.IH .
JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (05) :1760-&
[5]   FRAGMENTATION OF BETA-KETO ETHER OXIMES [J].
HILL, RK .
JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (01) :29-&
[6]  
OLAH GA, 1980, SYNTHESIS-STUTTGART, P45
[7]   17-AZA-D-HOMOSTEROIDS AND 17A-AZA-D-HOMOSTEROIDS [J].
REGAN, BM ;
HAYES, FN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (03) :639-643
[8]  
Singh H, 1979, Prog Med Chem, V16, P35, DOI 10.1016/S0079-6468(08)70187-5
[9]  
Singh H, 1991, Prog Med Chem, V28, P233, DOI 10.1016/S0079-6468(08)70366-7
[10]  
WHITHAM GH, 1959, P CHEM SOC LONDON, P271