Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 20, Pages 10049-10055Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b01938
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Funding
- Special Program for Key Basic Research of the Ministry of Science and Technology of China [2014CB460608]
- National Natural Science Foundation of China [21376221, 21406201, 21506190]
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The effect of liquid-assisted grinding has been studied using mechanical Suzuki-Miyaura reaction of aryl chlorides as the model reaction. Catalytic systems of Davephos and PCy3 are tested respectively showing strong influences from different liquids. Unexpected improvement of yield over 55% is observed using alcohols as additives, which is explained by in situ formed alkoxides and their participation in oxidative addition. Further expansion of substrates using Pd(OAc)(2)/PCy3/MeOH system gives desired products in good to high yields.
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