Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 24, Pages 7385-7389Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b02542
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Funding
- National Key R&D Program of China [2016YFA0202900]
- National Natural Science Foundation of China [21772217]
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
- Science and Technology Commission of Shanghai Municipality [18XD1405000]
- Shanghai Institute of Organic Chemistry [sioczz201807]
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The first efficient and general nickel-catalyzed hydrocyanation of terminal alkynes with Zn(CN)(2) in the presence of water has been developed. The reaction provides a regioselective protocol for the synthesis of functionalized vinyl nitriles with a range of structural diversity under mild reaction conditions while obviating use of the volatile and hazardous reagent of HCN. Deuterium-labeling experiments confirmed the role of water as the hydrogen source in this hydrocyanation reaction.
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