Palladium-Catalyzed Cross-Coupling of Unactivated Aryl Sulfides with Arylzinc Reagents under Mild Conditions

被引：51

作者：

Otsuka, Shinya ^{[1
]}

Fujino, Daishi ^{[1
]}

Murakami, Kei ^{[1
,2
]}

Yorimitsu, Hideki ^{[1
,3
]}

Osuka, Atsuhiro ^{[1
]}

机构：

[1] Kyoto Univ, Dept Chem, Grad Sch Sci, Sakyo Ku, Kyoto 6068502, Japan

[2] Hakubi Ctr Adv Res, Sakyo Ku, Kyoto 6068502, Japan

[3] JST, ACT C, Sakyo Ku, Kyoto 6068502, Japan

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2014年 / 20卷 / 41期

关键词：

cross-coupling; C-S bond activation; organosulfur compounds; organozic compounds; palladium; BOND-FORMING REACTIONS; C-S ACTIVATION; GRIGNARD-REAGENTS; CARBON-CARBON; ARYLBORONIC ACIDS; HETEROAROMATIC THIOETHER; PUMMERER REACTION; ORGANIC-SYNTHESIS; BORONIC ACIDS; THIOL ESTERS;

D O I：

10.1002/chem.201404380

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cross-coupling of general aryl alkyl sulfides with arylzinc reagents proceeds smoothly, even at room temperature or below, with a palladium N-heterocyclic carbene (NHC) catalyst. When combined with reactions that are unique to organosulfurs, that is, the SNAr sulfanylation or Pummerer reaction, the cross-coupling offers interesting transformations that are otherwise difficult to achieve. An alkylsulfanyl group is preferentially converted whilst leaving the tosyloxy and chloro intact, which expands the variety of orthogonal cross-coupling.

引用

页码：13146 / 13149

页数：4

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