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A novel synthesis of some new benzoyl‐substituted heterocycles from 2‐benzoyl‐3‐phenylpent‐2‐ene‐1,5‐dinitrile
Author(s) -
Abdelrazek Fathy M.,
Ghozlan Said A.,
Michael Farid A.
Publication year - 2007
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570440110
Subject(s) - chemistry , cyanoacetamide , pyridazine , halogenation , medicinal chemistry , derivative (finance) , benzoyl chloride , thiophene , pyridine , ene reaction , hydrogen sulfide , organic chemistry , sulfur , financial economics , economics
2‐Benzoyl‐3‐phenylpent‐2‐ene‐1,5‐dinitrile 1 undergoes bromination with N ‐bromosuccinimide (NBS) to afford the bromo derivative 2a . This bromo derivative undergoes reactions with sodium hydrogen sulfide, ethyl thioglycollate, hydroxylamine hydrochloride, hydrazines, cyanoacetamide, cyanacetohydrazide and urea derivatives to afford the thiophene 4 , 4 H ‐thiopyran 6 , 4 H ‐1,2‐oxazine 8 , 4 H ‐pyridazines 10a,b , the pyridine 15 , pyrrolo[1,2‐ b ]pyridazine 17 and the N‐substituted‐pyrrole derivatives 19a‐c respectively.