Nickel-Catalyzed Chemo- and Regioselective Arylcyanation of β,γ-Unsaturated Amides

Jinghui Hu; Qiang Du; Yao Zhao; Fei Zhang; Rizhi Chen; Jianrong Steve Zhou; Xiaojin Wu

doi:10.1021/acs.orglett.2c01360

Nickel-Catalyzed Chemo- and Regioselective Arylcyanation of β,γ-Unsaturated Amides

Jinghui Hu, Qiang Du, Yao Zhao, Fei Zhang, Rizhi Chen, Jianrong Steve Zhou, Xiaojin Wu

College of Chemical Engineering

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

A nickel-catalyzed intermolecular arylcyanation of 8-aminoquinolinyl β, γ-unsaturated amides is reported. The three-component reaction directly afforded diverse β-cyano γ-aryl amides with exclusive chemo- and regioselectivity. The synthetic practicality of this approach is further demonstrated through multigram scale reaction, expanded transformations of the nitrile product, late-stage modification of complex molecules, and direct drug synthesis.

Original language	English
Pages (from-to)	4328-4332
Number of pages	5
Journal	Organic Letters
Volume	24
Issue number	24
DOIs	https://doi.org/10.1021/acs.orglett.2c01360
State	Published - 24 Jun 2022

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abstract = "A nickel-catalyzed intermolecular arylcyanation of 8-aminoquinolinyl β, γ-unsaturated amides is reported. The three-component reaction directly afforded diverse β-cyano γ-aryl amides with exclusive chemo- and regioselectivity. The synthetic practicality of this approach is further demonstrated through multigram scale reaction, expanded transformations of the nitrile product, late-stage modification of complex molecules, and direct drug synthesis.",

author = "Jinghui Hu and Qiang Du and Yao Zhao and Fei Zhang and Rizhi Chen and Zhou, {Jianrong Steve} and Xiaojin Wu",

year = "2022",

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TY - JOUR

T1 - Nickel-Catalyzed Chemo- and Regioselective Arylcyanation of β,γ-Unsaturated Amides

AU - Hu, Jinghui

AU - Du, Qiang

AU - Zhao, Yao

AU - Zhang, Fei

AU - Chen, Rizhi

AU - Zhou, Jianrong Steve

AU - Wu, Xiaojin

PY - 2022/6/24

Y1 - 2022/6/24

N2 - A nickel-catalyzed intermolecular arylcyanation of 8-aminoquinolinyl β, γ-unsaturated amides is reported. The three-component reaction directly afforded diverse β-cyano γ-aryl amides with exclusive chemo- and regioselectivity. The synthetic practicality of this approach is further demonstrated through multigram scale reaction, expanded transformations of the nitrile product, late-stage modification of complex molecules, and direct drug synthesis.

AB - A nickel-catalyzed intermolecular arylcyanation of 8-aminoquinolinyl β, γ-unsaturated amides is reported. The three-component reaction directly afforded diverse β-cyano γ-aryl amides with exclusive chemo- and regioselectivity. The synthetic practicality of this approach is further demonstrated through multigram scale reaction, expanded transformations of the nitrile product, late-stage modification of complex molecules, and direct drug synthesis.

UR - http://www.scopus.com/inward/record.url?scp=85133100506&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.2c01360

DO - 10.1021/acs.orglett.2c01360

M3 - 文章

C2 - 35686833

AN - SCOPUS:85133100506

SN - 1523-7060

VL - 24

SP - 4328

EP - 4332

JO - Organic Letters

JF - Organic Letters

IS - 24

ER -

Nickel-Catalyzed Chemo- and Regioselective Arylcyanation of β,γ-Unsaturated Amides

Abstract

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