Electrophilic Triflyl-arylation and Triflyl-pyridylation by Unsymmetrical Aryl/Pyridyl-λ3-iodonium Salts: Synthesis of Aryl and Pyridyl Triflones

被引：15

作者：

Das, Prajwalita ^{[1
]}

Shibata, Norio ^{[1
]}

机构：

[1] Nagoya Inst Technol, Dept Nanopharmaceut Sci, Dept Life Sci & Appl Chem, Showa Ku, Nagoya, Aichi 4668555, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 22期

关键词：

ONE-POT SYNTHESIS; POSITRON-EMISSION-TOMOGRAPHY; DIARYLIODONIUM SALTS; REGIOSELECTIVE SYNTHESIS; HETEROARYL TRIFLONES; MEDICINAL CHEMISTRY; ISOXAZOLE TRIFLONES; LIQUID-CRYSTALS; VINYL TRIFLONES; EFFICIENT;

D O I：

10.1021/acs.joc.7b01690

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Unsymmetrical diaryl-lambda(3)-iodonium salts containing aryl triflone (Ar-SO2CF3) were designed and synthesized. X-ray crystal structure analysis of the salt indicated a T-shaped geometry at the iodine atom. The salts were found to be powerful electrophilic reagents for triflyl-arylation of C-, N-, and O-centered nucleophiles under mild conditions. Electrophilic transfer of pyridine triflone (Py-SO2CF3) to nucleophiles was also realized by the use of corresponding triflylpyridyl-aryl-lambda(3)-iodonium salts. Selection of auxiliaries (dummy ligands) of unsymmetrical diaryl-lambda(3)-iodonium salts is crucial for this transformation.

引用

页码：11915 / 11924

页数：10

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