Studies on furan derivatives. X . Preparation of 2‐Methylfuro[2,3‐ c ]quinoline Derivatives | Zendy

Usui Toshinao | Zendy; Tsubone Yasuo | Zendy; Tanaka Akira | Zendy

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Studies on furan derivatives. X . Preparation of 2‐Methylfuro[2,3‐ c ]quinoline Derivatives

Author(s) -

Usui Toshinao,

Tsubone Yasuo,

Tanaka Akira

Publication year - 1985

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.5570220348

Subject(s) - quinoline , chemistry , isomerization , azide , furan , medicinal chemistry , nucleophile , sodium azide , organic chemistry , catalysis

4‐Chloro‐2‐methylfuro[2,3‐ c ]quinoline (IV) was synthesized from ethyl 3‐(2‐nitrophenyl)‐5‐methyl‐2‐furoate and IV was allowed to react with some nucleophiles to afford the corresponding 4‐substituted 2‐methylfuro‐[2,3‐ c ]quinoline derivatives, respectively. On treatment of IV with potassium azide in dimethylsulfoxide, 2‐methylfuro[2,3‐ c ]tetrazolo[1,5‐ a ]quinoline was formed path azido‐tetrazolo isomerization. 2‐Methylfuro‐[2,3‐ c ]quinoline was prepared by the reduction of IV.

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