Palladium-catalyzed cross-coupling reaction of organoboron compounds with organic triflates
摘要:
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 omega-alkenyl triflates leading to a benzo-fused cycloalkene and bicyclic alkene via a hydroboration-intramolecular coupling sequence.
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关键词:
substitution reactions cyclopentane derivatives araliphatic ethers carboxylic acid esters (benzene compounds polyphenyl derivatives
DOI:
10.1021/jo00060a041
被引量:
年份:
1993
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