Nickel-Catalyzed Reductive Csp(2)-Csp(3) Cross Coupling Using Phosphonium Salts

A nickel-catalyzed reductive cross coupling with phosphonium salts and allylic C(sp(3)) -O bond electrophiles, which granted direct construction of the C(sp(2))-C(sp(3)) bond, is successfully developed. The protocol features broad substrate scope, high-functional-group tolerance, and heterocycle com...

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Bibliographic Details
Published inOrganic letters Vol. 23; no. 21; pp. 8183 - 8188
Main Authors Wang, Huifei, Yang, Mengwan, Wang, Yuting, Man, Xi, Lu, Xinyao, Mou, Zehuai, Luo, Yunjie, Liang, Hongze
Format Journal Article
LanguageEnglish
Published WASHINGTON Amer Chemical Soc 05.11.2021
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
HETEROARYL
SUBSTITUTION
COMPLEXES
ESTERS
ORGANIC HALIDES
ARYL
PYRIDINES
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Summary:A nickel-catalyzed reductive cross coupling with phosphonium salts and allylic C(sp(3)) -O bond electrophiles, which granted direct construction of the C(sp(2))-C(sp(3)) bond, is successfully developed. The protocol features broad substrate scope, high-functional-group tolerance, and heterocycle compatibility. Notably, the much more challenging reductive cross coupling with heterocyclic thiazolylphosphonium salts has also been accomplished for the first time.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c02893