Copper-Catalyzed Regioselective 1,4-Selenosulfonylation of 1,3-Enynes to Access Cyanoalkylsulfonylated Allenes
- 14 September 2021
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 23 (19), 7472-7476
- https://doi.org/10.1021/acs.orglett.1c02665
Abstract
By employing CuOAc as the catalyst, we realize a four-component reaction of 1,3 enynes, diselenides, DABCO. (SO2)(2), and cycloketone oxime esters, providing facile access to diverse cyanoalkylsulfonylated allenyl selenides in moderate to good yields. This reaction features high functional group tolerance and a broad substrate scope, enabling the regioselective, sequential formation of C-SO2 and C-Se bonds under mild reaction conditions. Moreover, the utility of this methodology is further illustrated through the late-stage functionalization of drug-based molecules.Keywords
Funding Information
- National Natural Science Foundation of China (21871053, 22101199, 22171206)
- Natural Science Foundation of Zhejiang Province (LQ21B020002)
- School of Chemistry and Chemical Engineering, Henan Normal University (2020ZD04)
- Leading Innovative and Entrepreneur Team Introduction Program of Zhejiang (2019R01005)
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