An efficient transition-metal-free route to quinazolin-4(3 H )-ones via 2-aminobenzamides and thiols

An efficient approach to quinazolin-4(3 H )-ones was developed by a one-pot intermolecular annulation reaction of o -amino benzamides and thiols. This method has the features of good functional group tolerance, being transition metal and external oxidant free, and easy operation. Varieties of 2-aryl...

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Bibliographic Details
Published in:New journal of chemistry 2021-09, Vol.45 (34), p.15344-15349
Main Authors: Dong, Yibo, Zhang, Jinli, Yang, Jinchen, Yan, Congcong, Wu, Yangjie
Format: Article
Language:English
Subjects:
Chemical reactions
Functional groups
Oxidizing agents
Substrates
Thiols
Transition metals
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Summary:An efficient approach to quinazolin-4(3 H )-ones was developed by a one-pot intermolecular annulation reaction of o -amino benzamides and thiols. This method has the features of good functional group tolerance, being transition metal and external oxidant free, and easy operation. Varieties of 2-aryl (heteroaryl) quinazolin-4(3 H )-one, 2-phenyl-pyrido[2,3- d ]pyrimidin-4(3 H )-one and 3-phenyl-2 H -1,2,4-benzo thiadiazine-1,1-dioxide derivatives were obtained with a yield of up to 98%. The control experiment revealed that the thiol substrate could promote the dehydroaromatization step.
ISSN:1144-0546
1369-9261
DOI:10.1039/D1NJ03179A