Palladium-catalyzed cyclobutenation of aryl chlorides with norbornenes

A palladium-catalyzed cyclobutenation of readily available aryl chlorides and norbornene derivatives is reported here. Under the optimum reaction conditions, various valuable benzocyclobutene derivatives were prepared efficiently via Heck-Catellani reaction. The key is the employment of bulky t-Bu3P...

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Main Authors: Zhenkun Chen, Mingruo Ding, Haobin Jiang, Fengzhi Zhang
Format: Article
Language:English
Published: KeAi Communications Co. Ltd. 2022-02-01
Series:Green Synthesis and Catalysis
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2666554921000934
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author Zhenkun Chen
Mingruo Ding
Haobin Jiang
Fengzhi Zhang
author_facet Zhenkun Chen
Mingruo Ding
Haobin Jiang
Fengzhi Zhang
author_sort Zhenkun Chen
collection DOAJ
description A palladium-catalyzed cyclobutenation of readily available aryl chlorides and norbornene derivatives is reported here. Under the optimum reaction conditions, various valuable benzocyclobutene derivatives were prepared efficiently via Heck-Catellani reaction. The key is the employment of bulky t-Bu3PHBF4 phosphine ligand which promoted C–C reductive elimination from the palladacycle.
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spelling doaj.art-d240d0961e27400195b18ab5eccee27d2022-12-21T18:36:10ZengKeAi Communications Co. Ltd.Green Synthesis and Catalysis2666-55492022-02-01317983Palladium-catalyzed cyclobutenation of aryl chlorides with norbornenesZhenkun Chen0Mingruo Ding1Haobin Jiang2Fengzhi Zhang3College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou, 310014, ChinaCollege of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou, 310014, ChinaCollege of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou, 310014, ChinaCorresponding author.; College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou, 310014, ChinaA palladium-catalyzed cyclobutenation of readily available aryl chlorides and norbornene derivatives is reported here. Under the optimum reaction conditions, various valuable benzocyclobutene derivatives were prepared efficiently via Heck-Catellani reaction. The key is the employment of bulky t-Bu3PHBF4 phosphine ligand which promoted C–C reductive elimination from the palladacycle.http://www.sciencedirect.com/science/article/pii/S2666554921000934Palladium catalysisCyclobutenationC–H activationHeck-Catellani reaction
spellingShingle Zhenkun Chen
Mingruo Ding
Haobin Jiang
Fengzhi Zhang
Palladium-catalyzed cyclobutenation of aryl chlorides with norbornenes
Green Synthesis and Catalysis
Palladium catalysis
Cyclobutenation
C–H activation
Heck-Catellani reaction
title Palladium-catalyzed cyclobutenation of aryl chlorides with norbornenes
title_full Palladium-catalyzed cyclobutenation of aryl chlorides with norbornenes
title_fullStr Palladium-catalyzed cyclobutenation of aryl chlorides with norbornenes
title_full_unstemmed Palladium-catalyzed cyclobutenation of aryl chlorides with norbornenes
title_short Palladium-catalyzed cyclobutenation of aryl chlorides with norbornenes
title_sort palladium catalyzed cyclobutenation of aryl chlorides with norbornenes
topic Palladium catalysis
Cyclobutenation
C–H activation
Heck-Catellani reaction
url http://www.sciencedirect.com/science/article/pii/S2666554921000934
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AT mingruoding palladiumcatalyzedcyclobutenationofarylchlorideswithnorbornenes
AT haobinjiang palladiumcatalyzedcyclobutenationofarylchlorideswithnorbornenes
AT fengzhizhang palladiumcatalyzedcyclobutenationofarylchlorideswithnorbornenes