Copper-Catalyzed Regioselective Dehydrogenative Borylation: A Modular Platform Enabling C4-Borylated 2,1-Borazaronaphthalenes

Organic Letters 2026

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Authors: Xiu-Lian Zhang, Wei-Jie Wang, Hua-Wei Luan, Yong-Chao Zhao, Yongchao Ma, Tian-Hui Zhou, Mei-Qi Ye, Chuan-Zhou Tao
DOI: 10.1021/acs.orglett.5c04936
Cited by: 1
References: 38

Abstract

The [2,1]-borazaronaphthalene scaffold is a valuable BN-isostere of naphthalene with significant potential in medicinal and materials chemistry, yet its precise C4-functionalization remains challenging. Herein, we report a copper-catalyzed, regioselective dehydrogenative borylation that enables direct C4–H borylation of [2,1]-borazaronaphthalenes using B 2 pin 2 . This method features a broad substrate scope, providing efficient access to diverse 4-boryl derivatives. The synthetic utility is demonstrated through gram-scale synthesis and downstream transformations, including the construction of axially chiral scaffolds, offering a versatile platform for diversifying these BN-heterocycles.

Fields of Study & Subjects

Organoboron and organosilicon chemistry Catalytic C–H Functionalization Methods Boron Compounds in Chemistry

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
4
Pages
1207–1213
Publication date
15 January 2026
Language
EN