Palladium-catalyzed phenyl-selenylation with n-Bu3SnSePh in one-pot two-step reactions

被引：48

作者：

Bonaterra, Mariana ^{[1
]}

Martin, Sandra E. ^{[1
]}

Rossi, Roberto A. ^{[1
]}

机构：

[1] Univ Nacl Cordoba, Fac Ciencias Quim, Dept Quim Organ, INFIQC, RA-5000 Cordoba, Argentina

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 21期

关键词：

organostannylselenides; selenylation; Pd catalysis; perfluoroalkyl iodides;

D O I：

10.1016/j.tetlet.2006.03.106

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have studied the Pd-catalyzed cross-coupling reaction of a stannane derived from selenium n-Bu3SnSePh (1) with aryl and perfluoroalkyl iodides. Herein it very efficient one-pot two-step selenylation reaction to form a C-Se bond is reported. Ph2Se2 reacts with Na metal in liquid ammonia yielding PhSe- ions. To this solution n-Bu3SnCl was added to afford 1, which was introduced in the palladium-catalyzed Coupling reaction without isolation. These reactions afford functionalized diarylselenides and phenylperfluroalkyl selenides from good to high yields (38-98%). (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：3511 / 3515

页数：5

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