Synthesis 2022; 54(05): 1339-1346
DOI: 10.1055/s-0037-1610787
paper

Recyclable Pd2dba3/XPhos/PEG-2000 System for Efficient Boryl­ation of Aryl Chlorides: Practical Access to Aryl Boronates

Mingzhong Cai
,
Chengkai Luo
,
Caifeng Xu
,
Bin Huang
We thank the National Natural Science Foundation of China (No. 21462021), the Natural Science Foundation of Jiangxi Province (No. 20161BAB203086) and Key Laboratory of Functional Small Organic Molecules, Ministry of Education (No. KLFS-KF-201704) for financial support.


Abstract

Pd2dba3/XPhos in poly(ethylene glycol) (PEG-2000) is shown to be a highly stable and efficient catalyst for the borylation of aryl chlorides with bis(pinacolato)diboron. The borylation reaction proceeds smoothly at 110 °C, delivering a wide variety of aryl boronates in good to excellent yields with high functional group tolerance. The crude products were easily isolated via simple extraction of the reaction mixture with cyclohexane. Moreover, both expensive Pd2dba3 and XPhos in PEG-2000 system could be readily recycled and reused more than six times without loss of catalytic efficiency.

Supporting Information



Publication History

Received: 12 September 2021

Accepted after revision: 14 October 2021

Article published online:
22 November 2021

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