Catalyst-free N-methylation of amines using CO2

被引：80

作者：

Niu, Huiying ^{[1
]}

Lu, Lijun ^{[1
]}

Shi, Renyi ^{[1
]}

Chiang, Chien-Wei ^{[1
]}

Lei, Aiwen ^{[1
,2
]}

机构：

[1] Wuhan Univ, Inst Adv Studies, Coll Chem & Mol Sci, Wuhan 430072, Peoples R China

[2] Jiangxi Normal Univ, Natl Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2017年 / 53卷 / 06期

基金：

高等学校博士学科点专项科研基金; 中国国家自然科学基金;

关键词：

CARBON-DIOXIDE; HETEROCYCLIC CARBENE; BUILDING-BLOCK; HYDROGENATION; METHANOL; CONVERSION; HYDROSILYLATION; TRANSFORMATION; HYDROSILANES; METHYLAMINES;

D O I：

10.1039/c6cc09072a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Recently, utilizing CO2 as amethylation reagent to construct functional chemicals has attracted significant attention. However, the conversion of CO2 is still a challenge due to its inherent inertness. In this study, we have developed a catalyst-free N-methylation of amines to prepare numerous methylamines using CO2 as a methyl source. By utilizing 2 eq. PhSiH3 as the reductant, amines could undergo N-methylation under 1 atm of CO2 in DMF at 90 degrees C. Aliphatic and aromatic amines were compatible, generating the desired products in up to 95% yield.

引用

页码：1148 / 1151

页数：4

共 50 条

[1] Catalyst-free selective N-formylation and N-methylation of amines using CO2 as a sustainable C1 source
Zou, Qizhuang
Long, Guangcai
Zhao, Tianxiang
Hu, Xingbang
GREEN CHEMISTRY, 2020, 22 (04) : 1134 - 1138
[2] Catalyst-free hierarchical reduction of CO2 with BH3N(C2H5)3 for selective N-methylation and N-formylation of amines
Zou, Qizhuang
Yi, Yun
Zhao, Tianxiang
Liu, Fei
Kang, Chao
Hu, Xingbang
JOURNAL OF CO2 UTILIZATION, 2021, 50
[3] A polymeric ionic liquid catalyst for the N-formylation and N-methylation of amines using CO2/PhSiH3
Gopakumar, Aswin
Lombardo, Loris
Fei, Zhaofu
Shyshkanov, Serhii
Vasilyev, Dmitry
Chidambaram, Arunraj
Stylianou, Kyriakos
Zuttel, Andreas
Dyson, Paul J.
JOURNAL OF CO2 UTILIZATION, 2020, 41
[4] N-heterocyclic carbene copper(I) catalysed N-methylation of amines using CO2
Santoro, Orlando
Lazreg, Faima
Minenkov, Yury
Cavallo, Luigi
Cazin, Catherine S. J.
DALTON TRANSACTIONS, 2015, 44 (41) : 18138 - 18144
[5] Electrochemical Reductive N-Methylation with CO2 Enabled by a Molecular Catalyst
Rooney, Conor L.
Wu, Yueshen
Tao, Zixu
Wang, Hailiang
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2021, 143 (47) : 19983 - 19991
[6] Reductive formylation of amines with CO2 using sodium borohydride: A catalyst-free route
Hao, Leiduan
Zhang, Hongye
Luo, Xiaoying
Wu, Cailing
Zhao, Yanfei
Liu, Xinwei
Gao, Xiang
Chen, Yu
Liu, Zhimin
JOURNAL OF CO2 UTILIZATION, 2017, 22 : 208 - 211
[7] A review on recent developments in N-methylation using CO2
Lin, Shanshan
Liu, Jianguo
Ma, Longlong
JOURNAL OF CO2 UTILIZATION, 2021, 54
[8] 1,4-Dioxane-Tuned Catalyst-Free Methylation of Amines by CO2 and NaBH4
Guo, Zhiqiang
Zhang, Bo
Wei, Xuehong
Xi, Chanjuan
CHEMSUSCHEM, 2018, 11 (14) : 2296 - 2299
[9] Phosphonium-Salt-Catalyzed N-Methylation and N-Formylation of Amines with CO2
Ren, Changyue
Spannenberg, Anke
Werner, Thomas
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2024, 12 (29): : 10969 - 10977
[10] Iron-Catalyzed Selective N-Methylation and N-Formylation of Amines with CO2
Li, Wen-Duo
Zhu, Dao-Yong
Li, Gang
Chen, Jie
Xia, Ji-Bao
ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (22) : 5098 - 5104

← 1 2 3 4 5 →