Development of the Suzuki-Miyaura cross-coupling reaction: Use of air-stable potassium alkynyltrifluoroborates in aryl alkynylations

Development of the Suzuki-Miyaura cross-coupling reaction: Use of air-stable potassium alkynyltrifluoroborates in aryl alkynylations
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DOI:
10.1021/jo0262356
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发表时间:
2002-11-29
影响因子:
3.6
通讯作者:
Machrouhi, F
Machrouhi, F
中科院分区:
化学2区
文献类型:
--
作者:
Molander, GA;Katona, BW;Machrouhi, F

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The palladium-catalyzed cross-coupling reaction of potassium alkynyltrifluoroborates with aryl halides or triflates proceeds readily with moderate to excellent yields. The potassium alkynyltrifluoroborates are air- and moisture-stable crystalline solids that can be stored indefinitely, which will provide an advantage in applications to combinatorial chemistry. The alkynyl cross-coupling reaction can be effected using 9 mol % of PdCl2(dppf).CH2Cl2 as catalyst in THF or THF-H2O in the presence of Cs2CO3 as the inorganic base. A variety of functional groups are tolerated in both partners.