Synthesis of diaryl selenides using electrophilic selenium species and nucleophilic boron reagents in ionic liquids

被引：60

作者：

Freitas, Camilo S. ^{[1
]}

Barcellos, Angelita M. ^{[1
]}

Ricordi, Vanessa G. ^{[1
]}

Pena, Jesus M. ^{[2
]}

Perin, Gelson ^{[1
]}

Jacob, Raquel G. ^{[1
]}

Lenardao, Eder J. ^{[1
]}

Alves, Diego ^{[1
]}

机构：

[1] Univ Fed Pelotas UFPel, Lab Sintese Organ Limpa LASOL, BR-96010900 Pelotas, RS, Brazil

[2] Univ Sao Paulo, Sao Paulo, Brazil

来源：

GREEN CHEMISTRY | 2011年 / 13卷 / 10期

关键词：

ENANTIOSELECTIVE ADDITION; EFFICIENT CATALYST; TE BOND; C-SE; ORGANOSELENIUM; CHEMISTRY; THIOLS; DIETHYLZINC; OXIDATION; SOLVENTS;

D O I：

10.1039/c1gc15725f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We described herein the use of imidazolium ionic liquids [bmim]PF6 and [bmim]BF4 in the selective, metal and catalyst-free synthesis of unsymmetrical diaryl selenides by electrophilic substitution in arylboron reagents with arylselenium halides (Cl and Br) at room temperature. This is a general substitution reaction and it was performed with arylboronic acids or potassium aryltrifluoroborates bearing electron-withdrawing or electron-donating groups, affording the corresponding diaryl selenides in good to excellent yields. The ionic liquid [bmim][PF6] was easily recovered and utilized for further substitution reactions.

引用

页码：2931 / 2938

页数：8

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