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α‐Halo ketoximes in Heterocyclic Synthesis: Polyfunctional Azoles and Azines from α‐Bromo ketoximes
Author(s) -
Mohareb R. M.,
Habashi A.,
Hafez E. A. A.,
Sherif S. M.
Publication year - 1987
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.19873200903
Subject(s) - chemistry , malononitrile , oxime , thiourea , thiocyanate , cyanide , halogen , azole , medicinal chemistry , organic chemistry , ethyl cyanoacetate , combinatorial chemistry , antifungal , catalysis , medicine , dermatology , alkyl
α‐Bromoacetophenone oxime (2) undergoes halogen substitutions with cyanide and thiocyanate ions to give 4 and 6 , respectively. The oxime 2 also reacts with thiourea to give the thiadiazine 12 , with malononitrile and ethyl cyanoacetate to give the pyrido[3,2‐ e ]oxazine 13 and the oxazine 14 , respectively. With hydrazines 2 reacts to give the triazoles 15a, b .