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烯丙基硼酸酯的硼基迁移反应

Radical boron migration of allylboronic esters.

作者信息

Tao Xiangzhang, Ni Shengyang, Kong Lingyu, Wang Yi, Pan Yi

机构信息

State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University Nanjing 210023 China

出版信息

Chem Sci. 2022 Jan 17;13(7):1946-1950. doi: 10.1039/d1sc06760e. eCollection 2022 Feb 16.

DOI:10.1039/d1sc06760e
PMID:35308850
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8848984/
Abstract

A photocatalyzed 1,3-boron shift of allylboronic esters is reported. The boron atom migration through the allylic carbon skeleton proceeds consecutive 1,2-boron migrations and Smiles-type rearrangement to furnish a variety of terminally functionalized alkyl boronates. Several types of migrating variations of heteronuclei radicals and dearomatization processes are also tolerated, allowing for further elaboration of highly functionalized boron-containing frameworks.

摘要

报道了烯丙基硼酸酯的光催化1,3-硼迁移。硼原子通过烯丙基碳骨架的迁移是连续的1,2-硼迁移和Smiles型重排,以提供各种末端官能化的烷基硼酸酯。还可以容忍几种类型的异核自由基迁移变化和去芳构化过程,从而进一步构建高度官能化的含硼骨架。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1341/8848984/d343baa3f2e0/d1sc06760e-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1341/8848984/d343baa3f2e0/d1sc06760e-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1341/8848984/d343baa3f2e0/d1sc06760e-f1.jpg

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Angew Chem Int Ed Engl. 2021 Dec 1;60(49):25695-25700. doi: 10.1002/anie.202109840. Epub 2021 Nov 5.
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