p -Cresol-Enabled Nickel-Catalyzed Intermolecular Redox-Economical Coupling of Allyl Alcohols with Alkynes through oxa-Nickelacycle

p -Cresol-Enabled Nickel-Catalyzed Intermolecular Redox-Economical Coupling of Allyl Alcohols with Alkynes through oxa-Nickelacycle

An intermolecular redox-economical coupling reaction of allyl alcohols with alkynes, catalyzed by Ni-Brønsted acid cocatalysis, has been developed. This method allows for the synthesis of a diverse range of γ,δ-unsaturated ketones with yields ranging from 40% to 94%, while maintaining excellent comp...

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Veröffentlicht in:Organic letters 2023-12, Vol.25 (47), p.8463-8468
Hauptverfasser: Wang, Rong-Hua, Zhang, Zhou, Li, Bo, Zhu, Gao-Feng, Shi, Jing, Tang, Lei
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container_end_page 8468
container_issue 47
container_start_page 8463
container_title Organic letters
container_volume 25
creator Wang, Rong-Hua
Zhang, Zhou
Li, Bo
Zhu, Gao-Feng
Shi, Jing
Tang, Lei
description An intermolecular redox-economical coupling reaction of allyl alcohols with alkynes, catalyzed by Ni-Brønsted acid cocatalysis, has been developed. This method allows for the synthesis of a diverse range of γ,δ-unsaturated ketones with yields ranging from 40% to 94%, while maintaining excellent compatibility with various functional groups. The transformation of the resulting product demonstrates the significant practical value of this method. Further mechanistic investigations have revealed that the reaction proceeds through the formation of an oxa-nickelacycle intermediate.
doi_str_mv 10.1021/acs.orglett.3c03320
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title p -Cresol-Enabled Nickel-Catalyzed Intermolecular Redox-Economical Coupling of Allyl Alcohols with Alkynes through oxa-Nickelacycle
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