Journal
RSC ADVANCES
Volume 4, Issue 73, Pages 39020-39029Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ra08233h
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Funding
- National Natural Science Foundation of China [21272280, 81201716, 81301890]
- Science & Technology Program of Guangdong Province and Guangzhou City [2011A081401002, 2014J4100224]
- Guang-dong Natural Science Foundation [S2013010014278]
- National Significant New Drugs Development [2011ZX09202-101-07]
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A facile and one-pot method for the synthesis of N-aryl-2(3H)-benzoxazolones via microwave-assisted consecutive reactions between the biomass-derived methyl 3-dehydroshikimiate (3-MDHS), anilines and bis(trichloromethyl) carbonate (BTC) is reported. The protocol includes the efficient generation of the platform compounds N-arylated 2-aminophenols, followed by the smooth annulation reaction induced by BTC. This sequential process represents a metal-free, sustainable and functional group compatible method for the rapid construction of N-aryl-2(3H)-benzoxazolones.
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