Chemistry - A European Journal, volume 26, issue 23, pages 5168-5173

A Unified and Practical Method for Carbon–Heteroatom Cross‐Coupling using Nickel/Photo Dual Catalysis

Randolph A Escobar 1
Jeffrey W. Johannes 1
1
 
Department of Chemistry (Oncology)AstraZeneca Pharmaceutical LP 35 Gatehouse Dr. Waltham MA 02451 USA
Publication typeJournal Article
Publication date2020-04-01
scimago Q1
SJR1.058
CiteScore7.9
Impact factor3.9
ISSN09476539, 15213765
General Chemistry
Catalysis
Organic Chemistry
Abstract
While carbon-heteroatom cross-coupling reactions have been extensively studied, many methods are specific and limited to a particular set of substrates or functional groups. Reported here is a general method that allows for C-O, C-N and C-S cross-coupling reactions under one general set of conditions. We propose that an energy transfer pathway, in which an iridium photosensitizer produces an excited nickel(II) complex, is responsible for the key reductive elimination step that couples aryl bromides, iodides, and chlorides to 1° and 2° alcohols, amines, thiols, carbamates, and sulfonamides, and is amenable to scale up via a flow apparatus.
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