Pyrido[2′1′:2,3]imidazo[4,5‐ c ]isoquinoline  and the alkylation of pyrido[2′,1′:2,3]imidazo[4,5‐ c ]isoquinolin‐5(6 H )‐one | Zendy

Paolini John P. | Zendy; Palopoli Frank P. | Zendy; Lendvay Louis J. | Zendy; Huffman John | Zendy

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Pyrido[2′1′:2,3]imidazo[4,5‐ c ]isoquinoline and the alkylation of pyrido[2′,1′:2,3]imidazo[4,5‐ c ]isoquinolin‐5(6 H )‐one

Author(s) -

Paolini John P.,

Palopoli Frank P.,

Lendvay Louis J.,

Huffman John

Publication year - 1987

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.5570240303

Subject(s) - chemistry , isoquinoline , potassium cyanide , alkylation , isoindole , cyanide , 2 aminopyridine , potassium , medicinal chemistry , nuclear magnetic resonance spectroscopy , stereochemistry , organic chemistry , catalysis

The reaction of 2‐aminopyridine, o ‐phthaldehydic acid and potassium cyanide gave pyrido[2′,1′:2,3]imidazo[4,5‐ c ]isoquinolin‐5(6 H )‐one, which upon treatment with propargylbromide, yielded both O and N alkylated products. 2‐Aminopyridine, o ‐phthaldehyde and potassium cyanide gave 1‐cyano‐2‐(2‐pyridyl)isoindole which rearranged in acid to give the previously unreported parent pyrido[2′,1′:2,3]imidazo[4,5‐ c ]isoquinole. Structures were confirmed using uv, ir, nmr and x‐ray spectroscopy.

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