Three-component carbonylative Michael addition of aryl bromides using abundant metal-carbonyl under light

Carbonyl compounds are widely found in various chemical reactions and natural products. Herein, a light-driven carbonylative cross-coupling reaction of bromobenzene was reported. Co2(CO)8 was used as an abundant solid carbonyl source to synthesize various Michael addition products with high yields....

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Main Authors: Shiqian Zhang, Quansheng Mou, Bowen Cao, Tongyu Han, Mingxin Liu
Format: Article
Language:English
Published: Elsevier 2024-12-01
Series:Tetrahedron Green Chem
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2773223124000219
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author Shiqian Zhang
Quansheng Mou
Bowen Cao
Tongyu Han
Mingxin Liu
author_facet Shiqian Zhang
Quansheng Mou
Bowen Cao
Tongyu Han
Mingxin Liu
author_sort Shiqian Zhang
collection DOAJ
description Carbonyl compounds are widely found in various chemical reactions and natural products. Herein, a light-driven carbonylative cross-coupling reaction of bromobenzene was reported. Co2(CO)8 was used as an abundant solid carbonyl source to synthesize various Michael addition products with high yields. This reaction has broad substrates scope with good functional group tolerance. The mechanism study indicated that the reaction is achieved by the formation of benzoyl radical from homolytic C–Co cleavage under irradiation.
format Article
id doaj-art-4ce56841b94e4b67a80cfb8570cb0eab
institution Kabale University
issn 2773-2231
language English
publishDate 2024-12-01
publisher Elsevier
record_format Article
series Tetrahedron Green Chem
spelling doaj-art-4ce56841b94e4b67a80cfb8570cb0eab2024-12-08T06:13:42ZengElsevierTetrahedron Green Chem2773-22312024-12-014100056Three-component carbonylative Michael addition of aryl bromides using abundant metal-carbonyl under lightShiqian Zhang0Quansheng Mou1Bowen Cao2Tongyu Han3Mingxin Liu4State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, ChinaState Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, ChinaState Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, ChinaState Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, ChinaCorresponding author.; State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, ChinaCarbonyl compounds are widely found in various chemical reactions and natural products. Herein, a light-driven carbonylative cross-coupling reaction of bromobenzene was reported. Co2(CO)8 was used as an abundant solid carbonyl source to synthesize various Michael addition products with high yields. This reaction has broad substrates scope with good functional group tolerance. The mechanism study indicated that the reaction is achieved by the formation of benzoyl radical from homolytic C–Co cleavage under irradiation.http://www.sciencedirect.com/science/article/pii/S2773223124000219Michael additionCarbonylative cross couplingAryl bromidePhotochemistry
spellingShingle Shiqian Zhang
Quansheng Mou
Bowen Cao
Tongyu Han
Mingxin Liu
Three-component carbonylative Michael addition of aryl bromides using abundant metal-carbonyl under light
Tetrahedron Green Chem
Michael addition
Carbonylative cross coupling
Aryl bromide
Photochemistry
title Three-component carbonylative Michael addition of aryl bromides using abundant metal-carbonyl under light
title_full Three-component carbonylative Michael addition of aryl bromides using abundant metal-carbonyl under light
title_fullStr Three-component carbonylative Michael addition of aryl bromides using abundant metal-carbonyl under light
title_full_unstemmed Three-component carbonylative Michael addition of aryl bromides using abundant metal-carbonyl under light
title_short Three-component carbonylative Michael addition of aryl bromides using abundant metal-carbonyl under light
title_sort three component carbonylative michael addition of aryl bromides using abundant metal carbonyl under light
topic Michael addition
Carbonylative cross coupling
Aryl bromide
Photochemistry
url http://www.sciencedirect.com/science/article/pii/S2773223124000219
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AT quanshengmou threecomponentcarbonylativemichaeladditionofarylbromidesusingabundantmetalcarbonylunderlight
AT bowencao threecomponentcarbonylativemichaeladditionofarylbromidesusingabundantmetalcarbonylunderlight
AT tongyuhan threecomponentcarbonylativemichaeladditionofarylbromidesusingabundantmetalcarbonylunderlight
AT mingxinliu threecomponentcarbonylativemichaeladditionofarylbromidesusingabundantmetalcarbonylunderlight