Title: Microwave-Assisted Multicomponent Synthesis of Dihydroquinoxalinones on Soluble Polymer Support
Authors: Dalvi, Prashant B.
Lin, Shu-Fen
Paike, Vijaykumar
Sun, Chung-Ming
應用化學系
Department of Applied Chemistry
Keywords: dihydroquinoxalin-2-ones;microwave chemistry;soluble supported synthesis;multicomponent reaction (MCR)
Issue Date: 1-Jul-2015
Abstract: A one-pot and two-step reaction of four components, including aldehydes, Fmoc-protected alpha-amino acid, isocyanide, and soluble polymer-supported 4-fluoro-3-amino benzoate ester, was developed for an efficient synthesis of dihydroquinoxalinones under microwave irradiation. Fmoc deprotection followed by intramolecular cyclization of the diamide gave a facile access to novel bicyclic quinoxalin-2-ones. On the basis of this approach, a new route to synthesize this privileged scaffold from the diamide intermediate was designed and accomplished with high yields. Use of multicomponent reaction (MCR) has been shown to display a good functional group tolerance, while the product isolation and purification is straightforward by precipitation and washings. Current library discusses the synthesis and diversification of 21 compounds produced using this strategy.
URI: http://dx.doi.org/10.1021/acscombsci.5b00053
http://hdl.handle.net/11536/128065
ISSN: 2156-8952
DOI: 10.1021/acscombsci.5b00053
Journal: ACS COMBINATORIAL SCIENCE
Volume: 17
Begin Page: 421
End Page: 425
Appears in Collections:Articles