Highly regloselective arylation of Sp3 C-H bonds catalyzed by palladium acetate

被引：1303

作者：

Zaitsev, VG ^{[1
]}

Shabashov, D ^{[1
]}

Daugulis, O ^{[1
]}

机构：

[1] Univ Houston, Dept Chem, Houston, TX 77204 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 38期

关键词：

D O I：

10.1021/ja054549f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new palladium-catalyzed arylation process based on C-H activation has been developed. The utilization of pyridine-containing directing groups allows the β-arylation of carboxylic acid derivatives and γ-arylation of amine derivatives. Both primary and secondary sp3 C-H bonds, as well as sp2 C-H bonds, are reactive. Copyright © 2005 American Chemical Society.

引用

收藏

页码：13154 / 13155

页数：2

相关论文

共 34 条

[1] Catalysts for Suzuki-Miyaura coupling processes: Scope and studies of the effect of ligand structure [J].

Barder, TE ;

Walker, SD ;

Martinelli, JR ;

Buchwald, SL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (13) :4685-4696

[2] Biaryl synthesis via direct arylation: Establishment of an efficient catalyst for intramolecular processes [J].

Campeau, LC ;

Parisien, M ;

Leblanc, M ;

Fagnou, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (30) :9186-9187

[3] Reactivity of diaryliodine(III) triflates toward palladium(II) and platinum(II):: Reactions of C(sp2)-I bonds to form arylmetal(IV) complexes;: Access to dialkyl(aryl)metal(IV), 1,4-benzenediyl-bridged platinum(IV), and triphenylplatinum(IV) species;: and structural studies of platinum(IV) complexes [J].

Canty, AJ ;

Patel, J ;

Rodemann, T ;

Ryan, JH ;

Skelton, BW ;

White, AH .

ORGANOMETALLICS, 2004, 23 (14) :3466-3473

[4] Thermal, catalytic, regiospecific functionalization of alkanes [J].

Chen, HY ;

Schlecht, S ;

Semple, TC ;

Hartwig, JF .

SCIENCE, 2000, 287 (5460) :1995-1997

[5] Remarkably selective iridium catalysts for the elaboration of aromatic C-H bonds [J].

Cho, JY ;

Tse, MK ;

Holmes, D ;

Maleczka, RE ;

Smith, MR .

SCIENCE, 2002, 295 (5553) :305-308

[6] Toward waste-free production of Heck products with a catalytic palladium system under oxygen [J].

Dams, M ;

De Vos, DE ;

Celen, S ;

Jacobs, PA .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (30) :3512-3515

[7] Anilide ortho-arylation by using C-H activation methodology [J].

Daugulis, O ;

Zaitsev, VG .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (26) :4046-4048

[8] The potential of palladacycles: More than just precatalysts [J].

Dupont, J ;

Consorti, CS ;

Spencer, J .

CHEMICAL REVIEWS, 2005, 105 (06) :2527-2571

[9] TRANSITION-METAL-CATALYZED ANNELATION REACTIONS .5. PALLADIUM-CATALYZED C-H ACTIVATION OF TERT-BUTYL GROUPS - A SIMPLE SYNTHESIS OF 1,2-DIHYDROCYCLOBUTABENZENE DERIVATIVES [J].

DYKER, G .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1994, 33 (01) :103-105

[10] RETRACTED: Site-specific phenylation of pyridine catalyzed by phosphido-bridged ruthenium dimer complexes: A prototype for C-H arylation of electron-deficient heteroarenes (Retracted Article. See vol 128, pg 3102, 2006) [J].

Godula, K ;

Sezen, B ;

Sames, D .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (11) :3648-3649

← 1 2 3 4 →