Synlett 2021; 32(15): 1519-1524
DOI: 10.1055/a-1320-6946
cluster
Modern Nickel-Catalyzed Reactions

Borates as a Traceless Activation Group for Intermolecular Alkylarylation of Ethylene through Photoredox/Nickel Dual Catalysis

Xiaoliang Feng
,
Lei Guo
,
Shengqing Zhu
,
Lingling Chu
We thank the National Natural Science Foundation of China (Grant Numbers 21971036 and 21901036), the Shanghai Rising-Star Program (Grant Number 20QA1400200), and the Fundamental Research Funds for the Central Universities for financial support.


Abstract

A formal ethylene alkylarylation reaction with aryl halides and alkyl oxalates enabled by synergistic photoredox/nickel catalysis is reported. This protocol takes advantage of borates as a traceless activation group, achieving the formal ethylene difunctionalized products via a catalytic three-component 1,2-alkylarylation of vinyl borate followed by a base-assisted deborylation process. The mild conditions allow for excellent functional groups compatibility and broad substrate scope.

Supporting Information



Publication History

Received: 29 October 2020

Accepted after revision: 23 November 2020

Accepted Manuscript online:
23 November 2020

Article published online:
16 December 2020

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