Journal
ORGANIC LETTERS
Volume 22, Issue 20, Pages 7814-7819Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c02679
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Funding
- National Natural Science Foundation of China [21871187, 21572137]
- Opening Project of Key Laboratory of Green Chemistry of Sichuan Institutes of Higher Education [LZJ1901]
- Key Program of Sichuan Science and Technology Project [2019YFG0146]
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The first Pd/Cu catalyzed selectiveC2-alkenylation of pyridineswith internal alkynes has been developed via the pyridinium salt activationstrategy. Importantly, the configuration of the product alkenylpyridinescould be tuned by the choice of the proper N-alkylgroup of the pyridinium salts, thus allowing for both the Z- and E-alkenylpyridines synthesized withgood regio- and stereoselectivity. A plausible mechanism was proposedbased on the Hammett study and KIE experiment.
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