Photoinduced Borylation of the Inert C(sp3)-O Bond of Alkyl Heteroaryl Ethers

被引：3

作者：

Wang, Hua ^{[1
]}

Zhao, Jing-Feng ^{[1
]}

Zhu, Xing-Li ^{[1
]}

Tian, Qin-Qin ^{[1
]}

He, Wei ^{[1
]}

机构：

[1] Air Force Med Univ, Sch Pharm, Dept Chem, Xian 710032, Shaanxi, Peoples R China

来源：

ORGANIC LETTERS | 2023年 / 25卷 / 35期

基金：

中国国家自然科学基金;

关键词：

LEWIS-BASE ADDUCTS; COULOMBIC INTERACTIONS; ARYL ETHERS; CLEAVAGE; ACTIVATION; DEGRADATION; EXPLORATION; GENERATION; REACTIVITY; COUPLINGS;

D O I：

10.1021/acs.orglett.3c02038

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A photoinduced reductive C-alkyl-O borylation of alkyl heteroaryl ethers with very negative reduction potential in the presence of 4-dimethylaminopyridine (DMAP) and bis(catecholato)diborane(B(2)cat(2)) was developed. Despite the high reducing power, various substrates with liable functional groups were well-tolerated as well as ethers derived from natural products and medicinal-relevant compounds. Mechanistic investigation implied that an intra-single electron transfer process in an electron donor-acceptor complex formed from ethers with the adduct of B(2)cat(2) and DMAP should be involved.

引用

页码：6485 / 6489

页数：5

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