期刊
ORGANIC LETTERS
卷 22, 期 4, 页码 1599-1604出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c00108
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资金
- National Natural Science Foundation of China [21702108]
- Natural Science Foundation of Jiangsu Province, China [BK20160977]
- Six Talent Peaks Project in Jiangsu Province [YY-033]
- Fundamental Research Funds for Tianjin Colleges [2018KJ171]
- Ministry of Education of Singapore [MOE2016-T1-002-043, RG111/16]
- Nanjing Tech University [39837101]
A highly efficient Pd/Ca catalytic system for the directly dehydrative cross-coupling of allylic alcohols with terminal alkynes was developed. This calcium salt cocatalyst facilitates the oxidative addition of the palladium catalyst (1 mol %) to the C-OH bond. Then, the in situ-generated hydroxide ion deprotonates the terminal alkynes to promote the formation of the allylalkynylpalladium intermediate, liberating water as the only byproduct. This proposed mechanism is also supported by density functional theory calculations. An anticancer agent was prepared from inexpensive starting materials on a 10 g scale.
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