Selective C-H Borylation of Alkenes by Palladium Pincer Complex Catalyzed Oxidative Functionalization

被引：82

作者：

Selander, Nicklas ^{[1
]}

Willy, Benjamin ^{[1
]}

Szabo, Kalman J. ^{[1
]}

机构：

[1] Stockholm Univ, Dept Organ Chem, Stockholm, Sweden

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 24期

基金：

瑞典研究理事会;

关键词：

alkenes; boron; C-H activation; hypervalent compounds; palladium; METAL-PROMOTED REACTIONS; CYCLIC VINYL ETHERS; DEHYDROGENATIVE BORYLATION; COUPLING REACTIONS; ALLYL ALCOHOLS; BORON HYDRIDES; BOND FORMATION; MECHANISM; PLATINUM; ROUTE;

D O I：

10.1002/anie.201000690

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Figure Presented) The C-H borylation of simple alkenes catalyzed by palladium pincer complex 1 was performed in the presence of hypervalent iodine and bis(pinacolato)diboron compounds. The borylation reaction probably occurs by a PdIIPdIVoxidationdiboronate transmetalation sequence. TFA = trifluoroacetate. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：4051 / 4053

页数：3

共 57 条

[1] Aryl-aryl bond formation by transition-metal-catalyzed direct arylation [J].

Alberico, Dino ;

Scott, Mark E. ;

Lautens, Mark .

CHEMICAL REVIEWS, 2007, 107 (01) :174-238

[2]

Albrecht M, 2001, ANGEW CHEM INT EDIT, V40, P3750, DOI 10.1002/1521-3773(20011015)40:20<3750::AID-ANIE3750>3.0.CO

[3]

2-6

[4]

Albrecht M., 2001, ANGEW CHEM, V113, P3866, DOI DOI 10.1002/1521-3773(20011015)113:20<3866::AID-ANGE3866>3.0.C0

[5]

2-Y

[6] PALLADIUM AND PLATINUM DIPHENOXIDE AND ARYL PHENOXIDE COMPLEXES WITH AMINE DONORS - EFFECT OF HYDROGEN-BONDING ON STRUCTURE AND PROPERTIES [J].

ALSTERS, PL ;

BAESJOU, PJ ;

JANSSEN, MD ;

KOOIJMAN, H ;

SICHERERROETMAN, A ;

SPEK, AL ;

VANKOTEN, G .

ORGANOMETALLICS, 1992, 11 (12) :4124-4135

[7] Pincer Complex-Catalyzed Redox Coupling of Alkenes with Iodonium Salts via Presumed Palladium(IV) Intermediates [J].

Aydin, Juhanes ;

Larsson, Johanna M. ;

Selander, Nicklas ;

Szabo, Kalman J. .

ORGANIC LETTERS, 2009, 11 (13) :2852-2854

[8] Silyl-directed, iridium-catalyzed ortho-borylation of arenes. A one-pot ortho-borylation of phenols, arylamines, and alkylarenes [J].

Boebel, Timothy A. ;

Hartwig, John. F. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (24) :7534-+

[9] Mechanism of the mild functionalization of arenes by diboron reagents catalyzed by iridium complexes. Intermediacy and chemistry of bipyridine-ligated iridium trisboryl complexes [J].

Boller, TM ;

Murphy, JM ;

Hapke, M ;

Ishiyama, T ;

Miyaura, N ;

Hartwig, JF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (41) :14263-14278

[10] VINYLBORANE FORMATION IN RHODIUM-CATALYZED HYDROBORATION OF VINYLARENES - MECHANISM VERSUS BORANE STRUCTURE AND RELATIONSHIP TO SILATION [J].

BROWN, JM ;

LLOYDJONES, GC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (03) :866-878

← 1 2 3 4 5 6 →