Functional Group Interconversion: Decarbonylative Borylation of Esters for the Synthesis of Organoboronates

被引:77
作者
Guo, Lin [1 ]
Rueping, Magnus [1 ,2 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany
[2] King Abdullah Univ Sci & Technol KAUST, KAUST Catalysis Ctr KCC, Thuwal 239556900, Saudi Arabia
关键词
C-H borylation; C-O bond activation; decarbonylative cross-coupling; esters; nickel; CROSS-COUPLING REACTIONS; METAL-FREE BORYLATION; MIXED-LIGAND SYSTEMS; CATALYZED BORYLATION; BOND ACTIVATION; ARYL HALIDES; O BOND; ROOM-TEMPERATURE; NICKEL CATALYSIS; BORONIC ACID;
D O I
10.1002/chem.201604504
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new and efficient nickel-catalyzed decarbonylative borylation reaction of carboxylic acid esters with bis(pinacolato)-diboron has been developed. This transformation allows access to structurally diverse aryl as well as alkenyl and alkyl boronate esters with high reactivity, broad substrate scope, and excellent functional-group tolerance. Further experiments show that this protocol can be carried out on a gram scale and applied to orthogonal synthetic strategies.
引用
收藏
页码:16786 / 16789
页数:4
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