Hydrogen Bond Donor and Unbalanced Ion Pair Promoter-Assisted Gold-Catalyzed Carbon-Oxygen Cross-Coupling of (Hetero)aryl Iodides with Alcohols

被引：33

作者：

Chen, Guifang ^{[1
]}

Xu, Bo ^{[1
]}

机构：

[1] Donghua Univ, Coll Chem & Chem Engn, Key Lab Sci & Technol Ecotext, Minist Educ, Shanghai 201620, Peoples R China

来源：

ACS CATALYSIS | 2023年 / 13卷 / 03期

基金：

美国国家科学基金会;

关键词：

hydrogen bond donor; unbalanced ion pair; gold-catalysis; C-O cross-coupling; aryl iodide; alcohol; ARYL IODIDES; HIGHLY EFFICIENT; C-C; MITSUNOBU; BROMIDES; ETHERS; SECONDARY; CHLORIDE; PHENOLS; HALIDES;

D O I：

10.1021/acscatal.2c05890

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

We have developed an efficient gold-catalyzed C-O cross -coupling reaction of (hetero)aryl iodides with primary and secondary alcohols via an AuI-AuIII catalytic cycle. This protocol featured moisture/air insensitivity, simple operation, and excellent functional group tolerance. Good yields were obtained regardless of steric hindrance and electronic factor (electron-rich or poor) of substrates, and the chirality of chiral alcohol starting materials could be preserved. Our protocol worked well for both intermolecular and intramolecular couplings. In addition, the RuPhos ligand was applied to gold-catalyzed cross-couplings. An unbalanced ion pair promoter and hydrogen bond donor solvent might be crucial in this transformation.

引用

页码：1823 / 1829

页数：7

共 78 条

[21] Cross-Coupling Reactions of Aryl Halides with Primary and Secondary Aliphatic Alcohols Catalyzed by an O,N,N-Coordinated Nickel Complex [J].