Cobalt-catalyzed amination of aziridines and azetidines toward 1,2-and 1,3-diamines

被引：2

作者：

Cheng, Ling-Chao ^{[1
]}

Wang, Zhihua ^{[1
]}

He, Xinglei ^{[1
]}

Liang, Wangfu ^{[1
]}

Ye, Ke-Yin ^{[1
]}

机构：

[1] Fuzhou Univ, Fujian Prov Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2024年 / 22卷 / 13期

基金：

中国国家自然科学基金;

关键词：

ALKENE DIAMINATION; CONJUGATED DIENES; VICINAL DIAMINES; FACILE ACCESS; RING; PALLADIUM; DIFUNCTIONALIZATION; 1,2-DIAMINATION; ORGANOCATALYSIS; ACTIVATION;

D O I：

10.1039/d4ob00168k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diamines play important roles in synthetic organic chemistry and thus facilitate life and materials sciences. Herein we report a cobalt-catalyzed ring opening, nucleophilic amination of aziridines and azetidines with N-fluorosulfonamides toward a wide range of 1,2- and 1,3-diamine derivatives in moderate to good yields under mild conditions. A cobalt-catalyzed ring opening, nucleophilic amination of aziridines and azetidines with N-fluorosulfonamides has been established toward a wide range of 1,2- and 1,3-diamine derivatives in moderate to good yields under mild conditions.

引用

页码：2554 / 2557

页数：4

共 66 条

[21] Synthetic Route to Chiral Tetrahydroquinoxalines via Ring-Opening of Activated Aziridines [J].

Ghorai, Manas K. ;

Sahoo, Ashis K. ;

Kumar, Sarvesh .

ORGANIC LETTERS, 2011, 13 (22) :5972-5975

[22] Straightforward conversion of alcohols into dibenzenesulfonimides [J].

Giovanelli, Emerson ;

Doris, Eric ;

Rousseau, Bernard .

TETRAHEDRON LETTERS, 2006, 47 (48) :8457-8458

[23] Cobalt-Catalyzed Divergent Aminofluorination and Diamination of Styrenes with N-Fluorosulfonamides [J].

Guo, Peng ;

Han, Jun-Fa ;

Yuan, Guo-Cai ;

Chen, Lin ;

Liao, Jia-Bin ;

Ye, Ke-Yin .

ORGANIC LETTERS, 2021, 23 (10) :4067-4071

[24] Redox Neutral Radical-Relay Cobalt Catalysis toward C-H Fluorination and Amination [J].

Guo, Peng ;

Li, Yuanyuan ;

Zhang, Xiang-Gui ;

Han, Jun-Fa ;

Yu, Yi ;

Zhu, Jun ;

Ye, Ke-Yin .

ORGANIC LETTERS, 2020, 22 (09) :3601-3606

[25] Syntheses of manzacidins: a stage for the demonstration of synthetic methodologies [J].

Hashimoto, Takuya ;

Maruoka, Keiji .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2008, 6 (05) :829-835

[26] Palladium-Catalyzed Insertion of an Allene into an Aminal: Aminomethylamination of Allenes by C-N Bond Activation [J].

Hu, Jianhua ;

Xie, Yinjun ;

Huang, Hanmin .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (28) :7272-7276

[27] The Chemistry of Transition Metals with Three-Membered Ring Heterocycles [J].

Huang, Chung-Yang ;

Doyle, Abigail G. .

CHEMICAL REVIEWS, 2014, 114 (16) :8153-8198

[28] Enantioselective Palladium-Catalyzed Diamination of Alkenes Using N-Fluorobenzenesulfonimide [J].

Ingalls, Erica L. ;

Sibbald, Paul A. ;

Kaminsky, Werner ;

Michael, Forrest E. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (24) :8854-8856

[29] Enantioselective fluoride ring opening of aziridines enabled by cooperative Lewis acid catalysis [J].

Kalow, Julia A. ;

Doyle, Abigail G. .

TETRAHEDRON, 2013, 69 (27-28) :5702-5709

[30] Enantioselective Ring Opening of Epoxides by Fluoride Anion Promoted by a Cooperative Dual-Catalyst System [J].

Kalow, Julia A. ;

Doyle, Abigail G. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (10) :3268-+

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