期刊
ACS CATALYSIS
卷 11, 期 15, 页码 10007-10013出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.1c02140
关键词
three-component reaction; multiple functionalizatized allenes; enynes; copper-catalysis; cyclobutanone oximes
资金
- National Natural Science Foundation of China [21690063, 21988101]
A copper-catalyzed three-component reaction has been developed for the synthesis of 1,7-double-functionalized allenes, which are difficult to prepare. The allenyl nitrile products demonstrate their potential as platform molecules in synthesis.
A copper-catalyzed three-component reaction of cyclobutanone oxime esters and 1,3-enynes in the presence of TMSCN or TMSCF3 has been developed. This mild protocol enjoys a broad substrate scope tolerating many functional groups, providing a facile access to 1,7-double-functionalized allenes, which are difficult to prepare. The allenyl nitrile products may be easily transformed into allenoic acid derivatives and stereodefined tetrasubstituted alkenes, demonstrating their potentials as platform molecules in synthesis. A mechanism has been proposed on the basis of mechanistic studies.
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