Nitrogen bridgehead compounds. Part  83   . Synthesis and ring transformation of 6‐methyl‐4‐oxo‐4 H ‐pyrido[1,2‐ a ]pyrimidine‐3‐acrylates | Zendy

Hermecz István | Zendy; Horváth Agnes | Zendy

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Nitrogen bridgehead compounds. Part 83 . Synthesis and ring transformation of 6‐methyl‐4‐oxo‐4 H ‐pyrido[1,2‐ a ]pyrimidine‐3‐acrylates

Author(s) -

Hermecz István,

Horváth Agnes

Publication year - 1992

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.5570290246

Subject(s) - chemistry , pyrimidine , ring (chemistry) , substituent , isomerization , methyl acrylate , acrylate , stereochemistry , transformation (genetics) , side chain , medicinal chemistry , organic chemistry , polymer , catalysis , biochemistry , monomer , copolymer , gene

The thermal ring transformation of 2‐substituted 4‐oxo‐4 H ‐pyrido[1,2‐ a ]pyrimidine‐3‐acrylates gave 2‐substituted 1,8‐naphthyridine‐3‐acrylates, pyrano‐1,8‐naphthyridines and anthyridine, depending upon the nature of the 2‐substituent. A longer reaction period and a higher reaction temperature favored the formation of tricyclic products from 1,8‐naphthyridine‐3‐acrylate after isomerization of the side‐chain at position 3. The products were characterized by means of uv, ir and 1 H nmr spectroscopy.

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