期刊
TETRAHEDRON
卷 69, 期 40, 页码 8579-8582出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.07.085
关键词
C-H functionalization; Dehydrogenative cross-coupling; Copper-catalysis; Ether; Ketone
资金
- MOST of China (973 program) [2011CB808600]
- National Natural Science Foundation of China [21072091]
A copper-catalyzed dehydrogenative cross-coupling reaction between unactivated ethers and simple ketones mediated by pyrrolidine has been developed. Under the catalysis of CuBr2 and in the presence of pyrrolidine, either tetrahydrofuran 2a or tetrahydropyran 2b can react smoothly with a series of methyl aryl ketones 1a-m to give desired coupling products 3aa-mb using TBHP as an oxidant. The advantages of the dehydrogenative cross-coupling reaction are adoption of unmodified ethers as substrates, good tolerance of many functional groups and use of cheap copper salt as a catalyst. A plausible radical mechanism through enamine attack is proposed. (C) 2013 Elsevier Ltd. All rights reserved.
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