A counteranion triggered arylation strategy using diaryliodonium fluorides

被引：80

作者：

Chan, L. ^{[1
]}

McNally, A. ^{[1
]}

Toh, Q. Y. ^{[1
]}

Mendoza, A. ^{[1
]}

Gaunt, M. J. ^{[1
]}

机构：

[1] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England

来源：

CHEMICAL SCIENCE | 2015年 / 6卷 / 02期

基金：

英国工程与自然科学研究理事会;

关键词：

SILYL ENOL ETHERS; REGIOCONTROLLED SYNTHESIS; INDOLES;

D O I：

10.1039/c4sc02856b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A mild and transition metal-free counteranion triggered arylation strategy has been developed using diaryliodonium fluorides. The fluoride counteranion within the hypervalent iodonium species displays unusual reactivity that activates a phenolic O-H bond leading to electrophilic O-arylation. A wide range of phenols and diaryliodonium salts are compatible with this transformation under remarkably mild conditions. Furthermore, we pre-empt the wider implications of this strategy by demonstrating the compatibility of the arylation tactic with latent carbon nucleophiles.

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页码：1277 / 1281

页数：5

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