Remote amide-directed palladium-catalyzed benzylic C-H amination with N-fluorobenzenesulfonimide

被引：83

作者：

Xiong, Tao ^{[1
]}

Li, Yan ^{[1
]}

Lv, Yunhe ^{[1
]}

Zhang, Qian ^{[1
]}

机构：

[1] NE Normal Univ, Dept Chem, Changchun 130024, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2010年 / 46卷 / 36期

关键词：

ACTIVATION; FUNCTIONALIZATION; BONDS; MOLECULES; ARYLATION; INSERTION; NITROGEN;

D O I：

10.1039/c0cc02175j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An unprecedented remote amide-directed palladium-catalyzed intermolecular highly selective benzylic C-H amination with N-fluorobenzenesulfonimide is developed, which represents the first direct benzylic C-H amination with a non-nitrene nitrogen source. This methodology provides a novel approach to circumvent the common ortho aromatic C-H selectivity in directed palladium catalyzed C-H functionalization.

引用

页码：6831 / 6833

页数：3

共 26 条

[1] A Strategy for the Selective Imaging of Glycans Using Caged Metabolic Precursors
Chang, Pamela V.
Dube, Danielle H.
Sletten, Ellen M.
Bertozzi, Carolyn R.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (28) : 9516 - 9518
[2] Cu(II)-catalyzed functionalizations of aryl C-H bonds using O2 as an oxidant
Chen, Xiao
Hao, Xue-Shi
Goodhue, Charles E.
Yu, Jin-Quan
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (21) : 6790 - 6791
[3] Catalytic C-H amination: recent progress and future directions
Collet, Florence
Dodd, Robert H.
Dauban, Philippe
[J]. CHEMICAL COMMUNICATIONS, 2009, (34) : 5061 - 5074
[4] Anilide ortho-arylation by using C-H activation methodology
Daugulis, O
Zaitsev, VG
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (26) : 4046 - 4048
[5] Catalytic C-H functionalization by metal carbenoid and nitrenoid insertion
Davies, Huw M. L.
Manning, James R.
[J]. NATURE, 2008, 451 (7177) : 417 - 424
[6] Antibody-catalyzed activation of a model tripartate prodrug by a tandem hydrolysis-1,6-elimination reaction
Dinaut, AN
Taylor, SD
[J]. CHEMICAL COMMUNICATIONS, 2001, (15) : 1386 - 1387
[7] C-H bond functionalization in complex organic synthesis
Godula, K
Sames, D
[J]. SCIENCE, 2006, 312 (5770) : 67 - 72
[8] Henkel T, 1999, ANGEW CHEM INT EDIT, V38, P643, DOI 10.1002/(SICI)1521-3773(19990301)38:5<643::AID-ANIE643>3.0.CO
[9] 2-G
[10] Making carbon-nitrogen bonds in biological and chemical synthesis
Hili, Ryan
Yudin, Andrei K.
[J]. NATURE CHEMICAL BIOLOGY, 2006, 2 (06) : 284 - 287

← 1 2 3 →