Journal of Organic Chemistry p. 2201 - 2208 (1993)
Update date:2022-08-16
Topics:
Oh-e, Takayuki
Miyaura, Norio
Suzuki, Akira
The cross-coupling reaction of 9-alkyl-9-borabicyclo<3.3.1>nonane (9-R-9-BBN), 1-alkenyl-1,3,2-benzodioxaborole, or aryl boronic acid with 1-alkenyl or aryl triflates in the presence of K3PO4 (1.5 equiv) and a catalytic amount of Pd(PPh3)4 or Cl2Pd(dppf) resulted in high yields.The reaction conditions are sufficiently mild so that a variety of functionalized alkenes, alkadienes, and arenes are readily obtained.The utility of the present reaction was demonstrated by the cyclization of ω-alkenyl triflates leading to a benzo-fused cycloalkene and bicyclic alkene via a hydroboration intramolecular coupling sequence.
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