Air-Stable Nickel Precatalysts for Fast and Quantitative Cross-Coupling of Aryl Sulfamates with Aryl Neopentylglycolboronates at Room Temperature

作者：Jezorek Ryan L; Zhang Na; Leowanawat Pawaret; Bunner Matthew H; Gutsche Nicholas; Pesti Aleksander K R; Olsen James T; Percec Virgil^*

来源：Organic Letters, 2014, 16(24): 6326-6329.

DOI：10.1021/ol503061c

A library containing 10 air-stable (NiX)-X-II(Aryl)(PCy3)(2) sigma-complexes as precatalysts (X = Cl, Br, OTs, OMs, aryl = 1-naphthyl, 2-naphthyl; X = Cl, 1-acenaphthenyl, 1-(2-methoxynaphthyl), 9-phenanthrenyl, 9-anthracyl) was synthesized and demonstrated to quantitatively cross-couple 2-methoxyphenyl dimethylsulfamate with methyl 4-(5,5-dimethyl-1,3,2-dioxaborinane-2-yl)benzoate at 23 degrees C in dry THF in the presence of K3PO4(H2O)(3.2) in less than 60 min. Lower or higher amounts of H2O in K3PO4 and as received THF mediate the same transformation in a maximum three times longer reaction time.

• 出版日期2014-12-19