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Synthesis 2017; 49(16): 3590-3601
DOI: 10.1055/s-0036-1588464
DOI: 10.1055/s-0036-1588464
special topic
Nickel-Catalyzed Reductive Cross-Coupling of Aryl Triflates and Nonaflates with Alkyl Iodides
This research was supported by JSPS KAKENHI Grant Number 16K17907 (Y.S.); Japan Prize Foundation (Y.S.); the Incentive Research Grant from RIKEN (Y.S.).Further Information
Publication History
Received: 31 March 2017
Accepted after revision: 20 May 2017
Publication Date:
28 June 2017 (online)
Dedicated to Professor Teruaki Mukaiyama in celebration of his 90th birthday (Sotsuju)
Published as part of the Special Topic Advanced Strategies in Synthesis with Nickel
Abstract
A nickel-catalyzed cross-electrophile coupling of aryl triflates and nonaflates with alkyl iodides using manganese(0) as a reductant is described. The method is applicable to the reductive alkylation of various aryl sulfonates, including o-borylaryl triflate, which enabled efficient construction of diverse alkylated arenes under mild conditions.
Key words
reductive alkylation - cross-electrophile coupling - nickel catalysis - aryl triflate - alkyl iodide - aromatic compoundsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1588464.
- Supporting Information
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Selected recent examples:
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For our recent aryne chemistry using o-silylaryl triflates, see: