Palladium-Nanoparticle-Catalyzed 1,7-Palladium Migration Involving C-H Activation, Followed by Intramolecular Amination: Regioselective Synthesis of N1-Arylbenzotriazoles and an Evaluation of Their Inhibitory Activity toward Indoleamine 2,3-Dioxygenase

被引：38

作者：

Takagi, Koji ^{[1
]}

Al-Amin, Mohammad ^{[1
]}

Hoshiya, Naoyuki ^{[1
]}

Wouters, Johan ^{[2
]}

Sugimoto, Hiroshi ^{[3
]}

Shiro, Yoshitsugu ^{[3
]}

Fukuda, Hayato ^{[1
]}

Shuto, Satoshi ^{[1
]}

Arisawa, Mitsuhiro ^{[1
,4
]}

机构：

[1] Hokkaido Univ, Fac Pharmaceut Sci, Kita Ku, Sapporo, Hokkaido 0600812, Japan

[2] Univ Namur UNamur, Dept Chem, B-5000 Namur, Belgium

[3] SPring 8 Ctr, Biomet Sci Lab, RIKEN, Sayo, Hyogo 6795148, Japan

[4] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650862, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 13期

关键词：

GOLD-SUPPORTED PALLADIUM; 1,4-PALLADIUM MIGRATION; BOND FORMATION; PALLADACYCLES; ARYLATION; ARYL; FUNCTIONALIZATION; DIOXYGEN; RHODIUM; HECK;

D O I：

10.1021/jo5009838

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A sulfur-modified gold-supported palladium material (SAPd) has been developed bearing palladium nanoparticles on its surface. Herein, we report for the first time the use of SAPd to affect a Pd-nanoparticle-catalyzed 1,7-Pd migration reaction for the synthesis of benzotriazoles via C-H bond activation. The resulting benzotriazoles were evaluated in terms of their inhibitory activity toward indoleamine 2,3-dioxygenase.

引用

页码：6366 / 6371

页数：6

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