Synthesis and structural characterization of substituted thieno[2,3‐ b ]pyridines from  o ‐chloroformyl‐1,4‐dihydropyridines | Zendy

Suárez Margarita | Zendy; Ochoa Estael | Zendy; Pita Beatriz | Zendy; Espinosa Remberto | Zendy; González Leandro | Zendy; Martín Nazario | Zendy; Quinteiro Margarita | Zendy; Seoane Carlos | Zendy; Soto Jose L. | Zendy

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Synthesis and structural characterization of substituted thieno[2,3‐ b ]pyridines from o ‐chloroformyl‐1,4‐dihydropyridines

Author(s) -

Suárez Margarita,

Ochoa Estael,

Pita Beatriz,

Espinosa Remberto,

González Leandro,

Martín Nazario,

Quinteiro Margarita,

Seoane Carlos,

Soto Jose L.

Publication year - 1997

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.5570340334

Subject(s) - chemistry , ring (chemistry) , characterization (materials science) , dihydropyridine , planar , computational chemistry , charge (physics) , stereochemistry , crystallography , organic chemistry , nanotechnology , computer graphics (images) , physics , materials science , quantum mechanics , computer science , calcium

Novel 4,7‐dihydrothieno[2,3‐ b ]pyridines 10a‐d have been prepared in a one step procedure from the readily available o ‐chloroformyl substituted 1,4‐dihydropyridines 9a‐d and ethyl mercaptoacetate in good yields. Semiempirical calculations reveal a favoured geometry with a boat conformation in the dihydropyridine system and a planar thieno ring. The calculated charge density values for the olefmic carbons (C5 and C6) are in agreement with the experimental push‐pull effect observed in the 13 C nmr.

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