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
收藏
页码：13146 / 13149
页数：4
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