6‐ And 7‐Substituted 4 H ‐Pyrido[1,2‐ a ] pyrimidin‐4‐ones. Synthesis via the Acid‐catalyzed Isomerization of 2‐(Acetoacetamido)pyridines | Zendy

Yale Harry L. | Zendy; Spitzmiller E. R. | Zendy

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6‐ And 7‐Substituted 4 H ‐Pyrido[1,2‐ a ] pyrimidin‐4‐ones. Synthesis via the Acid‐catalyzed Isomerization of 2‐(Acetoacetamido)pyridines

Author(s) -

Yale Harry L.,

Spitzmiller E. R.

Publication year - 1977

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.5570140420

Subject(s) - chemistry , isomerization , catalysis , pyridine , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry

A novel procedure has been developed for converting a variety of substituted 2‐(aceto‐acetamido)pyridines into substituted 4 H ‐pyrido[1,2‐ a ]pyrimidin‐4‐ones. The reaction involves an acid‐catalyzed isomerization of the 2‐(acetoacetamido)pyridine derivatives into the corresponding enamines , under conditions that permit the latter to undergo cyclization to the 4‐one, in situ . The method has been employed to prepare a number of hitherto unknown 2,6‐ and 2,7‐di‐ and 2,7,9‐trisubstituted 4 H ‐pyrido[1,2‐ a ]pyrimidin‐4‐ones.

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