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Convenient synthesis of substituted 3‐aminothiophene‐2‐carbonitriles from α‐acetylenic nitriles and their conversion to thieno[3,2‐ d ]pyrimidines
Author(s) -
Ren WuYun,
Rao Kambhampati V. B.,
Klein Robert S.
Publication year - 1986
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.5570230631
Subject(s) - chemistry , annulation , conjugate , thiophene , organic chemistry , medicinal chemistry , combinatorial chemistry , catalysis , mathematical analysis , mathematics
Abstract Several novel 2,4,6‐trisubstituted thieno[3,2‐ d ]pyrimidines were synthesized from the hitherto unknown 3‐amino‐5‐methyl‐(or 5‐phenyl)thiophene‐2‐carbonitriles 7 and 8 . o ‐Aminonitriles 7 and 8 were obtained in a single step by conjugate addition of mercaptoacetonitrile (generated in situ ) to substituted acetylenic nitriles 4 and 5 and annelation of the intermediate vinylic thioethers.