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Quinolone analogues 7 [1‐6]. Synthesis of 3‐Heteroaryl‐1‐methylpyridazino[3,4‐ b ]quinoxalin‐4(1 H )‐ones
Author(s) -
Kurasawa Yoshihisa,
Kaji Eisuke,
Okamoto Yoshihisa,
Kim Ho Sik
Publication year - 2005
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.5570420211
Subject(s) - chemistry , quinoxaline , cycloaddition , thiophene , ring (chemistry) , furan , stereochemistry , medicinal chemistry , benzothiophene , hydrolysis , combinatorial chemistry , organic chemistry , catalysis
The 3‐heteroaryl‐1‐methylpyridazino[3,4‐ b ]quinoxalin‐4(1 H )‐ones 6a‐e were synthesized by the oxidative‐hydrolytic ring transformation of the 3‐heteroaryl‐1,2‐diazepino[3,4‐ b ]]quinoxaline‐5‐carbonitriles 9a‐c , which were obtained by the 1,3‐dipolar cycloaddition reaction of the 2‐(2‐heteroarylmethylene‐1‐methylhydrazino)quinoxaline 4‐oxides with 2‐chloroacrylonitrile. The assignment of the thiophene and furan ring protons was carried out through the data of the NOE, decoupling, and coupling constants.