The synthetic utility of heteroaromatic azido compounds. Part VI. Preparation of some 1 H ‐1,2,3‐triazolo[1,5‐ a ]thieno[3,2‐ d ]pyrimidines | Zendy

Westerlund Christer | Zendy

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The synthetic utility of heteroaromatic azido compounds. Part VI. Preparation of some 1 H ‐1,2,3‐triazolo[1,5‐ a ]thieno[3,2‐ d ]pyrimidines

Author(s) -

Westerlund Christer

Publication year - 1980

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.5570170826

Subject(s) - chemistry , methylene , decarboxylation , acetal , intramolecular force , derivative (finance) , intramolecular reaction , condensation , ethyl cyanoacetate , medicinal chemistry , bicyclic molecule , stereochemistry , combinatorial chemistry , organic chemistry , malononitrile , catalysis , physics , financial economics , economics , thermodynamics

Some 1,2,3‐triazolo[1,5‐ a ]thieno[3,2‐ d ]pyrimidines have been prepared by the reaction of active methylene nitriles with 3‐azido‐2‐substituted thiophenes. Thus, for example the 3‐carboxy derivative 5 was prepared by condensation of 3‐azido‐2‐formylthiophene dimethyl acetal ( 1 ) with ethyl cyanoacetate, followed by intramolecular cyclization. Decarboxylation of 5 led to the unsubstituted parent compound 6 . The structure of the triazole‐fused compounds is discussed.

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