Metal-Catalyzed C(sp2)-N Bond Formation

被引：14

作者：

Correa, Arkaitz ^{[1
]}

Bolm, Carsten ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany

来源：

AMINATION AND FORMATION OF SP2 C-N BONDS | 2013年 / 46卷

关键词：

Copper; Cross-coupling; Enamide; Enamine; Metal catalysis; Palladium; Vinylation; AEROBIC OXIDATIVE AMINATION; CROSS-COUPLING REACTIONS; POTASSIUM ALKENYLTRIFLUOROBORATE SALTS; NITROGEN-CONTAINING HETEROCYCLES; INTRAMOLECULAR N-VINYLATION; HIGHLY EFFICIENT SYNTHESIS; ULLMANN-TYPE REACTION; C-H BONDS; ARYL HALIDES; STEREOSELECTIVE-SYNTHESIS;

D O I：

10.1007/3418_2012_57

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

During the last decades a powerful set of protocols featuring C(sp(2))-N bond formation have emerged as convenient alternatives for the assembly of enamine and enamides. Those methods consist of mostly palladium-catalyzed oxidative amidations of alkenes and both palladium- and copper-catalyzed cross-couplings between generally vinyl halides or pseudohalides and amines or amides. In this review recent advances in both types of processes will be disclosed. Additionally, the synthetic value of the title processes will be illustrated by describing relevant total syntheses of natural products involving vinylation process as the key step.

引用

页码：55 / 85

页数：31

共 50 条

[41] Rollover-Assisted C( sp2) -C( sp3) Bond Formation
Zucca, Antonio
Maidich, Luca
Canu, Laura
Petretto, Giacomo L.
Stoccoro, Sergio
Cinellu, Maria Agostina
Clarkson, Guy J.
Rourke, Jonathan P.
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (18) : 5501 - 5510
[42] Transition metal-catalyzed C-C bond formation via C-S bond cleavage: an overview
Modha, Sachin G.
Mehta, Vaibhav P.
Van der Eycken, Erik V.
[J]. CHEMICAL SOCIETY REVIEWS, 2013, 42 (12) : 5042 - 5055
[43] Metal-Catalyzed C-H Bond Functionalization
Baudoin, Olivier
[J]. TETRAHEDRON, 2013, 69 (22) : 4370 - 4370
[44] Access to C(sp3)-C(sp2) and C(sp2)-C(sp2) Bond Formation via Sequential Intermolecular Carbopalladation of Multiple Carbon-Carbon Bonds
Wen, Yanmei
Huang, Liangbin
Jiang, Huanfeng
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (12): : 5418 - 5422
[45] Transition metal-catalyzed C-C bond formation reactions using alkyl halides
Terao, Jun
Kambe, Nobuaki
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2006, 79 (05) : 663 - 672
[46] Palladium catalyzed C(sp2)-C(sp2) bond formation. A highly regio- and chemoselective oxidative Heck C-3 alkenylation of pyrones and pyridones
Ul Lah, Hafiz
Rasool, Faheem
Yousuf, Syed Khalid
[J]. RSC ADVANCES, 2015, 5 (96) : 78958 - 78961
[47] Rhodium-Catalyzed Cyanation of C(sp2)-H Bond of Alkenes
Chaitanya, Manthena
Anbarasan, Pazhamalai
[J]. ORGANIC LETTERS, 2015, 17 (15) : 3766 - 3769
[48] PYRIDINIUM YLIDES - HINDERED ROTATION ABOUT THE N+(SP2)-C-(SP2) BOND
PETRIDE, H
[J]. REVUE ROUMAINE DE CHIMIE, 1989, 34 (11-12) : 2057 - 2065
[49] Transition Metal-Catalyzed Electroreductive Cross-Couplings for C-C Bond Formation
Gao, Meng-Yu
Gosmini, Corinne
[J]. ISRAEL JOURNAL OF CHEMISTRY, 2024, 64 (1-2)
[50] Cu-Catalyzed C(sp2)-H Bond Aminosulfonylation of Maleimides
Cen, Kaili
Zeng, Zhouting
Shen, Wangzhen
Feng, Yuting
Yan, Pingzhi
Wei, Jiahao
Hou, Qian
Fu, Junjie
Xia, Xiaotong
Cai, Jinhui
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (15) : 2530 - 2535

← 1 2 3 4 5 →