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通过开环/碳氢键硼化/还原碳-硼键形成进行氮杂环编辑以获得稠合硼氮杂环。

N-Heterocycle-Editing to Access Fused-BN-Heterocycles via Ring-Opening/C-H Borylation/Reductive C-B Bond Formation.

作者信息

Zhang Xu, Su Wanlan, Guo Huosheng, Fang Pengyuan, Yang Kai, Song Qiuling

机构信息

Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry at Fuzhou University, Fuzhou, Fujian, 350108, China.

School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, 453007, China.

出版信息

Angew Chem Int Ed Engl. 2024 Mar 4;63(10):e202318613. doi: 10.1002/anie.202318613. Epub 2024 Jan 29.

DOI:10.1002/anie.202318613
PMID:38196396
Abstract

Skeletal editing of N-heterocycles has recently received considerable attention, and the introduction of boron atom into heterocycles often results in positive property changes. However, direct enlargement of N-heterocycles through boron atom insertion is rarely reported in the literature. Here, we report a N-heterocyclic editing reaction through the combination boron atom insertion and C-H borylation, accessing the fused-BN-heterocycles. The synthetic potential of this chemistry was demonstrated by substrate scope and late-stage diversification of products.

摘要

N-杂环的骨架编辑最近受到了广泛关注,将硼原子引入杂环通常会导致性质发生积极变化。然而,文献中很少报道通过硼原子插入直接扩大N-杂环。在此,我们报道了一种通过硼原子插入和C-H硼化相结合的N-杂环编辑反应,从而得到稠合的BN-杂环。该化学方法的合成潜力通过底物范围和产物的后期多样化得以证明。

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