Palladium-Catalyzed Benzylic Cross-Couplings of Pyridine N-Oxides

被引：19

作者：

Mai, Wenpeng ^{[1
]}

Yuan, Jinwei ^{[1
]}

Li, Zhicheng ^{[1
]}

Yang, Liangru ^{[1
]}

Xiao, Yongmei ^{[1
]}

Mao, Pu ^{[1
]}

Qu, Lingbo ^{[1
]}

机构：

[1] Henan Univ Technol, Chem & Chem Engn Sch, Zhengzhou 450001, Henan, Peoples R China

来源：

SYNLETT | 2012年 / 06期

关键词：

palladium; benzylation; pyridine N-oxide; C-H couplings; H BOND FUNCTIONALIZATION; DIRECT ARYLATION; BIOLOGICAL-PROPERTIES; ALKYL-HALIDES; HETEROARENES; CLEAVAGE; PYRROLES; ACIDS; ALKENYLATION; DERIVATIVES;

D O I：

10.1055/s-0031-1290602

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium-catalyzed C-H couplings (CSP 3-CSP 2) of pyridine N-oxides with benzyl chloride derivatives is reported. It provides a novel and easy process for the synthesis of 2-benzylpyridine derivatives through benzylic cross-couplings of pyridine N-oxides.

引用

页码：938 / 942

页数：5

共 54 条

[31] Palladium-Catalyzed Cross-Coupling of Polyfluoroarenes with Simple Arenes [J].

Li, Hu ;

Liu, Jia ;

Sun, Chang-Liang ;

Li, Bi-Jie ;

Shi, Zhang-Jie .

ORGANIC LETTERS, 2011, 13 (02) :276-279

[32] Silver-Catalyzed 2-Pyridyl Arylation of Pyridine N-Oxides with Arylboronic Acids at Room Temperature [J].

Mai, Wenpeng ;

Yuan, Jinwei ;

Li, Zhicheng ;

Sun, Gangchun ;

Qu, Lingbo .

SYNLETT, 2012, 23 (01) :145-149

[33] Palladium-catalyzed benzylic C-H insertion of 2-substituted N-iminopyridinium ylides [J].

Mousseau, James J. ;

Larivee, Alexandre ;

Charette, Andre B. .

ORGANIC LETTERS, 2008, 10 (08) :1641-1643

[34] Palladium-Catalyzed Direct Benzylation of Azoles with Benzyl Carbonates [J].

Mukai, Tomoya ;

Hirano, Koji ;

Satoh, Tetsuya ;

Miura, Masahiro .

ORGANIC LETTERS, 2010, 12 (06) :1360-1363

[35] Chemical synthesis and biological properties of pyridine epothilones [J].

Nicolaou, KC ;

Scarpelli, R ;

Bollbuck, B ;

Werschkun, B ;

Pereira, MMA ;

Wartmann, M ;

Altmann, KH ;

Zaharevitz, D ;

Gussio, R ;

Giannakakou, P .

CHEMISTRY & BIOLOGY, 2000, 7 (08) :593-599

[36] Palladium-catalyzed 2-pyridylmethyl transfer from 2-(2-pyridyl)-ethanol derivatives to organic halides by chelation-assisted cleavage of unstrained Csp3-Csp3 bonds [J].

Niwa, Takashi ;

Yorimitsu, Hideki ;

Oshima, Koichiro .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (15) :2643-2645

[37] QZ1 and QZ2: Rapid, reversible quinoline-derivatized fluoresceins for sensing biological Zn(II) [J].

Nolan, EM ;

Jaworski, J ;

Okamoto, KI ;

Hayashi, Y ;

Sheng, M ;

Lippard, SJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (48) :16812-16823

[38] Cobalt-catalyzed cross-coupling reaction of chloropyridines with Grignard reagents [J].

Ohmiya, H ;

Yorimitsu, H ;

Oshima, K .

CHEMISTRY LETTERS, 2004, 33 (10) :1240-1241

[39] Biological properties of novel antistaphylococcal quinoline-indole agents [J].

Oliva, B ;

Miller, K ;

Caggiano, N ;

O'Neill, AJ ;

Cuny, GD ;

Hoemarm, MZ ;

Hauske, JR ;

Chopra, I .

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2003, 47 (02) :458-466

[40] Intramolecular Oxidative C-H Coupling for Medium-Ring Synthesis [J].

Pintori, Didier G. ;

Greaney, Michael F. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (05) :1209-1211

← 1 2 3 4 5 6 →