Activation of Chromium Catalysts by Photoexcited Hantzsch Ester for Decarboxylative Allylation of Aldehydes with Butadiene

Shuangjie Lin, Yuqing Chen, Huaipu Yan, Yonghong Liu, Yuchen Sun, Erjun Hao*, Caizhe Shi, Dandan Zhang, Nan Zhu and Lei Shi*

*Henan Normal University, Xinxiang 453007; Dalian University of Technology, Dalian 116024, China, Email: hejhtu.edu.cn, shilei17dlut.edu.cn

S. Lin, Y. Chen, H. Yan, Y. Liu, Y. Sun, E. Hao, C. Shi, D. Zhang, N. Zhu, L. Shi, Org. Lett., 2021, 23, 8077-8081.

DOI: 10.1021/acs.orglett.1c03098

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Abstract

The photoexcitation of Hantzsch ester can directly activate chromium reagents through a single-electron transfer process. The synthetic application was demonstrated through a photoredox decarboxylative allylation of aldehydes with feedstock butadiene without exogenous photocatalysts, metallic reductants, or additives.

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proposed mechanism

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Radical Crotylation of Aldehydes with 1,3-Butadiene by Photoredox Cobalt and Titanium Dual Catalysis

H. Yan, J.-R. Shan, F. Zhang, Y. Chen, X. Zhang, Q. Liao, E. Hao, L. Shi, Org. Lett., 2023, 25, 7694-7699.

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Key Words

homoallylic alcohols, multicomponent reactions, Hantzsch ester

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ID: J54-Y2021