Nickel-Catalyzed Three-Component 1,2-Carboacylation of Alkenes

Ketones, prevalent in many biologically significant molecules, require the development of novel methods to synthesize these structures, which is a critical endeavor in organic synthesis. Transition metal catalysis has proven to be an effective method for synthesizing ketones. However, the scope of t...

Full description

Saved in:
Bibliographic Details
Main Authors: Shengzhou Jin, Lanfen Wang, Yinggang Jia, Wenbo Ma, Dingyi Wang
Format: Article
Language:English
Published: MDPI AG 2024-09-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/29/18/4295
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1850260081652793344
author Shengzhou Jin
Lanfen Wang
Yinggang Jia
Wenbo Ma
Dingyi Wang
author_facet Shengzhou Jin
Lanfen Wang
Yinggang Jia
Wenbo Ma
Dingyi Wang
author_sort Shengzhou Jin
collection DOAJ
description Ketones, prevalent in many biologically significant molecules, require the development of novel methods to synthesize these structures, which is a critical endeavor in organic synthesis. Transition metal catalysis has proven to be an effective method for synthesizing ketones. However, the scope of these substrates remains relatively limited, particularly due to their incompatibility with sensitive functional groups. Herein, we report a Ni-catalyzed three-component 1,2-carboacylation of alkenes, which activates secondary/tertiary alkyl bromides. This method offers significant advantages: simplicity of operation, ready availability of substrates, and broad substrate applicability. A series of experimental studies have helped clarify the key mechanistic pathways involved in this cascade reaction.
format Article
id doaj-art-2ccbdedee15e4a808209e5d42e7a1562
institution OA Journals
issn 1420-3049
language English
publishDate 2024-09-01
publisher MDPI AG
record_format Article
series Molecules
spelling doaj-art-2ccbdedee15e4a808209e5d42e7a15622025-08-20T01:55:42ZengMDPI AGMolecules1420-30492024-09-012918429510.3390/molecules29184295Nickel-Catalyzed Three-Component 1,2-Carboacylation of AlkenesShengzhou Jin0Lanfen Wang1Yinggang Jia2Wenbo Ma3Dingyi Wang4Hubei Key Laboratory of Pollutant Analysis & Reuse Technology, College of Chemistry and Chemical Engineering, Hubei Normal University, Huangshi 435002, ChinaCollege of Sciences, Northeastern University, Shenyang 110004, ChinaCollege of Sciences, Northeastern University, Shenyang 110004, ChinaAntibiotics Research and Re-Evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, National Base for International Science and Technology Cooperation of Chengdu University, Chengdu University, Chengdu 610106, ChinaCollege of Sciences, Northeastern University, Shenyang 110004, ChinaKetones, prevalent in many biologically significant molecules, require the development of novel methods to synthesize these structures, which is a critical endeavor in organic synthesis. Transition metal catalysis has proven to be an effective method for synthesizing ketones. However, the scope of these substrates remains relatively limited, particularly due to their incompatibility with sensitive functional groups. Herein, we report a Ni-catalyzed three-component 1,2-carboacylation of alkenes, which activates secondary/tertiary alkyl bromides. This method offers significant advantages: simplicity of operation, ready availability of substrates, and broad substrate applicability. A series of experimental studies have helped clarify the key mechanistic pathways involved in this cascade reaction.https://www.mdpi.com/1420-3049/29/18/4295nickel-catalyzedcarboacylationalkenesacyl chloridesalkyl bromides
spellingShingle Shengzhou Jin
Lanfen Wang
Yinggang Jia
Wenbo Ma
Dingyi Wang
Nickel-Catalyzed Three-Component 1,2-Carboacylation of Alkenes
Molecules
nickel-catalyzed
carboacylation
alkenes
acyl chlorides
alkyl bromides
title Nickel-Catalyzed Three-Component 1,2-Carboacylation of Alkenes
title_full Nickel-Catalyzed Three-Component 1,2-Carboacylation of Alkenes
title_fullStr Nickel-Catalyzed Three-Component 1,2-Carboacylation of Alkenes
title_full_unstemmed Nickel-Catalyzed Three-Component 1,2-Carboacylation of Alkenes
title_short Nickel-Catalyzed Three-Component 1,2-Carboacylation of Alkenes
title_sort nickel catalyzed three component 1 2 carboacylation of alkenes
topic nickel-catalyzed
carboacylation
alkenes
acyl chlorides
alkyl bromides
url https://www.mdpi.com/1420-3049/29/18/4295
work_keys_str_mv AT shengzhoujin nickelcatalyzedthreecomponent12carboacylationofalkenes
AT lanfenwang nickelcatalyzedthreecomponent12carboacylationofalkenes
AT yinggangjia nickelcatalyzedthreecomponent12carboacylationofalkenes
AT wenboma nickelcatalyzedthreecomponent12carboacylationofalkenes
AT dingyiwang nickelcatalyzedthreecomponent12carboacylationofalkenes