Synlett 2025; 36(14): 2034-2038
DOI: 10.1055/s-0043-1775465
letter
First-Row Transition-Metal Catalysis for Organic Synthesis

Modular Access to 1,3-Diboronates via Cu-Catalyzed Borylalkylation of Activated Alkenes

Quan-Hong Zhao
,
Xin-Yue Chai
,
Yanjie Yang
,
Zhuo Zhang
,
Yuan Huang

The authors are grateful for the financial support that was provided by the National Natural Science Foundation of China (Grant No. 22001203, 22471209), the Key Research and Development Projects of Shaanxi Province (Grant No. 2023-YBSF-186), the Youth Project of Basic Science Research Institute of Shaanxi Province (Grant No. 22JHQ013), the Fundamental Research Funds for the Central Universities (Grant No. xtr052024013, xyz2022023080), and the funds from Xi’an Jiaotong University (XJTU).


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Abstract

1,3-Bis-(boryl)alkanes are useful building blocks in organic synthesis, which enables a series of functionalizations to build up molecular complexity for the synthesis of target molecules. However, modular and practical synthesis of such building blocks remains a challenge. Herein, we report an efficient method for the synthesis of 1,3-diboronates via Cu-catalyzed borylalkylation of alkenes using iodomethyl boronate as the electrophile. This reaction provides a wide range of 1,3-bis-(boryl)alkanes in high efficiency under simple reaction conditions. Notably, this reaction exhibits high modularity, and large-scale reaction further demonstrated its practicability.

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Publikationsverlauf

Eingereicht: 18. Dezember 2024

Angenommen nach Revision: 06. März 2025

Artikel online veröffentlicht:
17. Juli 2025

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