Copper-Catalyzed Direct Allenylation of Inactive Cyclic Ethers

We report here a direct allenylation reaction of inactive cyclic ethers. The reaction proceeds through a copper-catalyzed 1,4-difunctionalization of 1,3-enynes, with cyano group installed at the allenes simultaneously. This methodology shows a broad functional group compatibility to 1,3-enynes. Dive...

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Bibliographic Details
Published in:Journal of organic chemistry 2021-12, Vol.86 (24), p.18056-18066
Main Authors: Zhao, Yichuan, Wang, Jin-Lin, Zhang, Zhe, Li, Xue-Song, Niu, Zhi-Jie, Liu, Xue-Yuan
Format: Article
Language:English
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Summary:We report here a direct allenylation reaction of inactive cyclic ethers. The reaction proceeds through a copper-catalyzed 1,4-difunctionalization of 1,3-enynes, with cyano group installed at the allenes simultaneously. This methodology shows a broad functional group compatibility to 1,3-enynes. Diversified allene-modified cyclic ether derivatives were synthesized with high regioselectivity under mild conditions.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.1c02339