Iridium-catalyzed ortho-C-H Borylation of Aryl Ketones with Bis(pinacolato)diboron

被引：46

作者：

Itoh, Hiroshi ^{[1
]}

Kikuchi, Takao ^{[1
]}

Ishiyama, Tatsuo ^{[1
]}

Miyaura, Norio ^{[1
]}

机构：

[1] Hokkaido Univ, Div Chem Proc Engn, Grad Sch Engn, Sapporo, Hokkaido 0608628, Japan

来源：

CHEMISTRY LETTERS | 2011年 / 40卷 / 09期

关键词：

DIRECTED ORTHO BORYLATION; ROOM-TEMPERATURE; BOND FUNCTIONALIZATION; HETEROARENES; ARENES; PINACOLBORANE; COMPLEXES; ESTERS;

D O I：

10.1246/cl.2011.1007

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

ortho-Selective C-H borylation of aryl ketones with bis(pinacolato)diboron proceeded at 120 degrees C in octane in the presence of a catalytic amount of iridium(I) complexes comprising 1/2[Ir(OMe)(cod)](2) and AsPh3.

引用

页码：1007 / 1008

页数：2

共 21 条

[11]

2-#

[12] PALLADIUM(O)-CATALYZED CROSS-COUPLING REACTION OF ALKOXYDIBORON WITH HALOARENES - A DIRECT PROCEDURE FOR ARYLBORONIC ESTERS [J].

ISHIYAMA, T ;

MURATA, M ;

MIYAURA, N .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (23) :7508-7510

[13] Ortho-C-H borylation of benzoate esters with bis(pinacolato)diboron catalyzed by iridium-phosphine complexes [J].

Ishiyama, Tatsuo ;

Isou, Hironori ;

Kikuchi, Takao ;

Miyaura, Norio .

CHEMICAL COMMUNICATIONS, 2010, 46 (01) :159-161

[14] Catalytic methods for C-H bond functionalization: Application in organic synthesis [J].

Kakiuchi, F ;

Chatani, N .

ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (9-10) :1077-1101

[15] Ester-Directed Regioselective Borylation of Heteroarenes Catalyzed by a Silica-Supported Iridium Complex [J].

Kawamorita, Soichiro ;

Ohmiya, Hirohisa ;

Sawamura, Masaya .

JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (11) :3855-3858

[16] Directed Ortho Borylation of Functionalized Arenes Catalyzed by a Silica-Supported Compact Phosphine-Iridium System [J].

Kawamorita, Soichiro ;

Ohmiya, Hirohisa ;

Hara, Kenji ;

Fukuoka, Atsushi ;

Sawamura, Masaya .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (14) :5058-+

[17] Palladium-catalyzed borylation of aryl halides or triflates with dialkoxyborane: A novel and facile synthetic route to arylboronates [J].

Murata, M ;

Oyama, T ;

Watanabe, S ;

Masuda, Y .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (01) :164-168

[18]

NESMEYANOV AN, 1967, METHODS ELEMENTOORGA, V1

[19]

Shimada S, 2001, ANGEW CHEM INT EDIT, V40, P2168, DOI 10.1002/1521-3773(20010601)40:11<2168::AID-ANIE2168>3.0.CO

[20]

2-0

← 1 2 3 →