Cobalt-Catalyzed Chemoselective π–σ–π-Type Tandem Reductive Coupling to Access Isoquinolines via Carbocobaltation of Nitriles

IF 11.3 1区化学 Q1 CHEMISTRY, PHYSICAL ACS Catalysis Pub Date : 2025-01-14 DOI:10.1021/acscatal.4c07667

Ling Tang, Xueyu Liu, Xintong Wang, Xianmao Liu, Xinmiao Huang, Qian Ni, Chen He, Gen Luo, Yuanhong Ma

引用次数: 0

Abstract

Transition metal-catalyzed reductive coupling chemistry has been recognized as a powerful tool for the synthesis of diverse organic molecules. However, despite enormous progress in this field, there is no precedent for the tandem reductive coupling of widely accessible nitriles with electrophiles that contain σ- and π-type (σ/π-type) electrophilic functional groups simultaneously. Herein, we have established a unique cobalt catalysis system, enabling the chemoselective reductive coupling/tandem cyclization reaction of aryl halides (Br, Cl, I) bearing carbonyl moiety with a variety of aryl, alkenyl, and alkyl nitriles via the carbocobaltation of nitriles that is unknown yet. The protocol allows for the modular synthesis of structurally diverse isoquinolines with wide substrate scope (>60 examples), good functionalities tolerance, and good chemoselectivity.

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来源期刊

ACS Catalysis CHEMISTRY, PHYSICAL-

CiteScore

20.80

自引率

6.20%

发文量

1253

审稿时长

1.5 months

期刊介绍： ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels. The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.