General and highly efficient fluorinated-N-heterocyclic carbene-based catalysts for the palladium-catalyzed Suzuki-Miyaura reaction
A general and highly efficient trifluoromethylated-N-heterocyclic carbene (NHC)-based catalyst for the palladium-catalyzed Suzuki-Miyaura reaction was reported. In the presence of the catalyst, reactions of non-activated aryl chlorides and triflates with aryl boronic acids occurred at room temperature with good to excellent yields (63-98%). In addition, catalysts generated from a combination of Pd(OAc)2/imidazolium salt 6a is not only effective for the coupling of heteroaryl boronic acid with aryl halides and heteroaryl halides, but also efficient for coupling of other heteroaryl halides and heteroaryl boronic acids. Finally, the catalyst is highly effective for Suzuki-Miyaura reaction of aryl bromides and chlorides with 0.01-0.1 mol % loading if the temperature was raised at refluxed THF/H2O.
Liu, Taoping,Zhao, Xiaoming,Shen, Qilong,Lu, Long
supporting information; experimental part
p. 6535 - 6547
(2012/08/28)
A facile debromination reaction: Can bromide now be used as a protective group in aromatic systems? [3]
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Choi,Chi
p. 9202 - 9203
(2007/10/03)
QUINONE DIAZIDE CYCLIZATIONS - A DIRECT ROUTE TO DIHYDROBENZOFURANS
The reaction of ortho-quinone diazides with electron-rich alkenes produces 2,3-dihydrobenzofurans.The ortho-quinone diazides are formed the ortho-nitrophenols by reduction and diazotization.The reaction of an ortho-quinone diazide with 2,3-dihydrofuran produces a furo-benzofuran ring system.