Facile synthesis of quinoxaline-2-thiol and quinoxaline from α-oxo sulfines and o-aryl diamines
Keyword(s):
A series of quinoxaline-2-thiol and quinoxaline were prepared in moderate to good yields from various phenacyl sulfoxides bearing 1-methyl-1H-tetrazole and o-aryl diamines. The proposed reaction mechanism involves generation of sulfines from the phenacyl sulfoxides bearing 1-methyl-1H-tetrazole through thermolysis elimination. Then, site-selectively carbophilic addition of sulfines by o-aryl diamines, followed by elimination, intramolecular nucleophilic addition and dehydration condensation. The current method provides a direct and simple strategy for the preparation of quinoxaline-2-thiols and quinoxalines.
Keyword(s):
2020 ◽
Vol 31
(22)
◽
pp. 19599-19612
2007 ◽
Vol 2007
(8)
◽
pp. 439-441
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