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Visible-Light-Promoted Photocatalyst-Free Hydroacylation and Diacylation of Alkenes Tuned by NiCl2·DME.
Org Lett. 2020 Jan 23 [Online ahead of print]OL

Abstract

Herein, we describe a visible light-promoted hydroacylation strategy that facilitates the preparation of ketones from alkenes and 4-acyl-1,4-dihydropyridines via an acyl radical addition and hydrogen atom transfer pathway under photocatalyst-free conditions. The efficiency was highlighted by wide substrate scope, good to high yields, successful scale-up experiments, and expedient preparation of highly functionalized ketone derivatives. In addition, this protocol allows for the synthesis of 1,4-dicarbonyl compounds through alkene diacylation in the presence of NiCl2·DME.

Authors+Show Affiliations

State Key Lab of Urban Water Resource and Environment, School of Science , Harbin Institute of Technology (Shenzhen) , Shenzhen 518055 , China.State Key Lab of Urban Water Resource and Environment, School of Science , Harbin Institute of Technology (Shenzhen) , Shenzhen 518055 , China.State Key Lab of Urban Water Resource and Environment, School of Science , Harbin Institute of Technology (Shenzhen) , Shenzhen 518055 , China.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

31971392

Citation

Zhao, Xinxin, et al. "Visible-Light-Promoted Photocatalyst-Free Hydroacylation and Diacylation of Alkenes Tuned By NiCl2·DME." Organic Letters, 2020.
Zhao X, Li B, Xia W. Visible-Light-Promoted Photocatalyst-Free Hydroacylation and Diacylation of Alkenes Tuned by NiCl2·DME. Org Lett. 2020.
Zhao, X., Li, B., & Xia, W. (2020). Visible-Light-Promoted Photocatalyst-Free Hydroacylation and Diacylation of Alkenes Tuned by NiCl2·DME. Organic Letters. https://doi.org/10.1021/acs.orglett.9b04595
Zhao X, Li B, Xia W. Visible-Light-Promoted Photocatalyst-Free Hydroacylation and Diacylation of Alkenes Tuned By NiCl2·DME. Org Lett. 2020 Jan 23; PubMed PMID: 31971392.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Visible-Light-Promoted Photocatalyst-Free Hydroacylation and Diacylation of Alkenes Tuned by NiCl2·DME. AU - Zhao,Xinxin, AU - Li,Bing, AU - Xia,Wujiong, Y1 - 2020/01/23/ PY - 2020/1/24/entrez JF - Organic letters JO - Org. Lett. N2 - Herein, we describe a visible light-promoted hydroacylation strategy that facilitates the preparation of ketones from alkenes and 4-acyl-1,4-dihydropyridines via an acyl radical addition and hydrogen atom transfer pathway under photocatalyst-free conditions. The efficiency was highlighted by wide substrate scope, good to high yields, successful scale-up experiments, and expedient preparation of highly functionalized ketone derivatives. In addition, this protocol allows for the synthesis of 1,4-dicarbonyl compounds through alkene diacylation in the presence of NiCl2·DME. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/31971392/Visible-Light-Promoted_Photocatalyst-Free_Hydroacylation_and_Diacylation_of_Alkenes_Tuned_by_NiCl2·DME L2 - https://dx.doi.org/10.1021/acs.orglett.9b04595 DB - PRIME DP - Unbound Medicine ER -
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