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A One‐pot Facile Synthesis of 2,3‐Dihydroxyquinoxaline and 2,3‐Dichloroquinoxaline Derivatives Using Silica Gel as an Efficient Catalyst
Author(s) -
Zhang PeiMing,
Li YaoWei,
Zhou Jing,
Gan LinLing,
Chen YongJie,
Gan ZongJie,
Yu Yu
Publication year - 2018
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.3224
Subject(s) - chemistry , oxalic acid , catalysis , silica gel , proton nmr , tandem , phosphorus , carbon 13 nmr , one pot synthesis , reaction conditions , mass spectrometry , nuclear chemistry , organic chemistry , chromatography , materials science , composite material
An efficient one‐pot reaction has been developed for the synthesis of 2,3‐dichloroquinoxaline derivatives 3a – n . The reaction was performed in two steps via a silica gel catalyzed tandem process from o ‐phenylenediamine and oxalic acid, followed by addition of phosphorus oxychloride (POCl 3 ). A variety of 2,3‐dichloroquinoxalines have been obtained in good to excellent overall yields. Eight known compounds 3a – 3h were characterized by IR, 1 H‐NMR, and mass spectroscopies. Compounds 3i – 3n without spectroscopic data were characterized by IR, 1 H‐NMR, 13 C‐NMR, and mass spectroscopies.