期刊
ACS CATALYSIS
卷 2, 期 8, 页码 1787-1791出版社
AMER CHEMICAL SOC
DOI: 10.1021/cs300356y
关键词
C-H activation; oxidative coupling; furan; arenes; palladium; regioselective
资金
- GSK-Singapore Partnership for Green and Sustainable Manufacture
- Institute of Chemical and Engineering Sciences (Agency for Science, Technology and Research, Singapore)
Oxidative coupling of arenes by dual C-H activation, thereby avoiding prefunctionalization of coupling partners, is the ideal way to synthesize biaryls. This letter reports a palladium-catalyzed regioselective oxidative arylation of furan-2-carbonyl compounds with simple arenes to 5-arylfuran-2-carbonyls. The key for the high regioselectivity is the use of F+ oxidants. The reaction is proposed to proceed through a Pd(II)-Pd(IV) catalytic cycle, wherein the substrates are activated by an electrophilic palladation mechanism, supported by preliminary mechanistic evidence.
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