Metal-free diamination of alkenes employing bromide catalysis

被引：71

作者：

Chavez, Patricia ^{[1
]}

Kirsch, Jonathan ^{[1
]}

Hoevelmann, Claas H. ^{[1
]}

Streuff, Jan ^{[2
]}

Martinez-Belmonte, Marta ^{[1
]}

Escudero-Adan, Eduardo C. ^{[1
]}

Martin, Eddy ^{[1
]}

Muniz, Kilian ^{[1
,3
]}

机构：

[1] Inst Chem Res Catalonia ICIQ, E-43007 Tarragona, Spain

[2] Univ Freiburg, D-79104 Freiburg, Germany

[3] Catalan Inst Res & Adv Studies ICREA, Barcelona 08010, Spain

来源：

CHEMICAL SCIENCE | 2012年 / 3卷 / 07期

关键词：

CU(I)-CATALYZED REGIOSELECTIVE DIAMINATION; PROMOTED INTRAMOLECULAR DIAMINATION; ASYMMETRIC DIAMINATION; CONJUGATED DIENES; TERMINAL OLEFINS; PD(0)-CATALYZED DIAMINATION; OXIDATIVE DIAMINATION; IODINE; 1,2-DIAMINATION; ACCESS;

D O I：

10.1039/c2sc20242e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A unique metal-free intramolecular diamination of alkenes based on bromide catalysis is reported that uses only potassium bromide and sodium chlorite avoiding any use of transition metal. This unprecedented halide catalysis is of general applicability, uses economic reagents, can be conveniently up-scaled and proceeds under mild and selective conditions that surpass all conventional transition metals in scope.

引用

页码：2375 / 2382

页数：8

共 50 条

[31] Metal-Free, Organocatalytic Syn Diacetoxylation of Alkenes
Zhong, Wenhe
Liu, Shan
Yang, Jun
Meng, Xiangbao
Li, Zhongjun
ORGANIC LETTERS, 2012, 14 (13) : 3336 - 3339
[32] Intramolecular aminochalcogenation and diamination of alkenes employing N-iodosuccinimide
Zhang, Jun
Zhang, Xuejun
Wu, Weijie
Zhang, Gengtao
Xu, Sheng
Shi, Min
TETRAHEDRON LETTERS, 2015, 56 (12) : 1505 - 1509
[33] Metal or Metal-Free Catalysis for the Oxidation of Biosourced Furfural
Ayoub, Nadim
Hamie, Zeinab
Toufaily, Joumana
Guenin, Erwann
Enderlin, Gerald
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2024, 12 (26): : 9568 - 9590
[34] Transition metal-free phosphonocarboxylation of alkenes with carbon dioxide via visible-light photoredox catalysis
Fu, Qiang
Bo, Zhi-Yu
Ye, Jian-Heng
Ju, Tao
Huang, He
Liao, Li-Li
Yu, Da-Gang
NATURE COMMUNICATIONS, 2019, 10 (1)
[35] Transition metal-free phosphonocarboxylation of alkenes with carbon dioxide via visible-light photoredox catalysis
Qiang Fu
Zhi-Yu Bo
Jian-Heng Ye
Tao Ju
He Huang
Li-Li Liao
Da-Gang Yu
Nature Communications, 10
[36] Metal-free photocatalytic trifluoromethylative pyridylation of unactivated alkenes
He, Yu-Tao
Kang, Dahye
Kim, Inwon
Hong, Sungwoo
GREEN CHEMISTRY, 2018, 20 (22) : 5209 - 5214
[37] Metal-Free Oxyaminations of Alkenes Using Hydroxamic Acids
Schmidt, Valerie A.
Alexanian, Erik J.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (30) : 11402 - 11405
[38] Intermolecular Metal-Free Cyclopropanation of Alkenes Using Tosylhydrazones
Barluenga, Jose
Quinones, Noelia
Tomas-Gamasa, Maria
Cabal, Maria-Paz
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 2012 (12) : 2312 - 2317
[39] Metal-Free Three-Component Oxyalkynylation of Alkenes
Li, Yangshan
Lu, Ran
Sun, Shutao
Liu, Lei
ORGANIC LETTERS, 2018, 20 (21) : 6836 - 6839
[40] Metal-Free Chlorothiolation of Alkenes Using HCl and Sulfoxides
Ebule, Rene
Hammond, Gerald B.
Xu, Bo
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (34) : 4705 - 4708

← 1 2 3 4 5 →