Metal-Free Sustainable Synthesis of Amides via Oxidative Amidation Using Graphene Oxide as Carbocatalyst in Aqueous Medium

被引：9

作者：

Dandia, Anshu ^{[1
]}

Parihar, Sonam ^{[1
]}

Saini, Pratibha ^{[1
]}

Rathore, Kuldeep S. ^{[2
]}

Parewa, Vijay ^{[1
]}

机构：

[1] Univ Rajasthan, Dept Chem, Ctr Adv Studies, Jaipur 302004, Rajasthan, India

[2] Arya Coll Engn & IT, Dept Phys, Jaipur, Rajasthan, India

来源：

CATALYSIS LETTERS | 2019年 / 149卷 / 11期

关键词：

Carbocatalyst; Oxidative amidation; Metal-free synthesis; BENZYL ALCOHOLS; ALDEHYDES; NANOPARTICLES; AMINES; GO; REARRANGEMENT; ESTERS;

D O I：

10.1007/s10562-019-02878-5

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

We describe an efficient, clean and metal-free procedure for the synthesis of amides via oxidative amidation of aldehydes with anilines using graphene oxide (GO) as a recyclable catalyst and KBrO3 as a mild oxidant in aqueous medium under microwave irradiation. GO nanosheets were prepared and characterized by XRD, TEM, SEM, and FT-IR, analyses. GO showed high compatibility with KBrO3 in water and offered high TOF value (1.30 x 10(-3) mol g(-1) min(-1)). GO oxygen functionalities catalyze the oxidative amidation effectively in mild condition with high recyclability. A plausible mechanism was proposed by the isolating the intermediate.

引用

页码：3169 / 3175

页数：7

共 50 条

[41] Graphene Oxide (GO) as Sustainable Heterogeneous Carbocatalyst for Synthesis of Organic Carbamates Using Urea and Alcohols under Mild Reaction Conditions
Wabaidur, Saikh Mohammad
Siddiqui, Masoom Raza
Seikh, Asiful H.
CHEMISTRYSELECT, 2021, 6 (47): : 13461 - 13467
[42] Metal-Free Greener Syntheses of Pyrimidine Derivatives Using a Highly Efficient and Reusable Graphite Oxide Carbocatalyst under Solvent-Free Reaction Conditions
Dam, Binoyargha
Jamatia, Ramen
Gupta, Ajay
Pal, Amarta Kumar
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2017, 5 (12): : 11459 - 11469
[43] Metal-Free Nitrogen- and Boron-Codoped Mesoporous Carbons for Primary Amides Synthesis from Primary Alcohols via Direct Oxidative Dehydrogenation
Shang, Sensen
Chen, Pei-Pei
Wang, Lianyue
Lv, Ying
Li, Wei-Xue
Gao, Shuang
ACS CATALYSIS, 2018, 8 (11): : 9936 - 9944
[44] Synthesis of Isothiochroman-3-ones via Metal-Free Oxidative Cyclization of Alkynyl Thioethers
Zhang, Ying-Qi
Zhu, Xin-Qi
Chen, Yang-Bo
Tan, Tong-De
Yang, Ming-Yang
Ye, Long-Wu
ORGANIC LETTERS, 2018, 20 (23) : 7721 - 7725
[45] Synthesis of α-sulfenyl monoketones via a metal-free oxidative cross dehydrogenative coupling (CDC) reaction
Varun, Begur Vasanthkumar
Gadde, Karthik
Prabhu, Kandikere Ramaiah
ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (32) : 7665 - 7670
[46] Microfluidic synthesis of α-ketoesters via oxidative coupling of acetophenones with alcohols under metal-free conditions
Guo, Shiyu
Dai, Zhongxue
Hua, Jiawei
Yang, Zhao
Fang, Zheng
Guo, Kai
REACTION CHEMISTRY & ENGINEERING, 2017, 2 (05): : 650 - 655
[47] Metal-Free Oxidative Coupling Reactions via σ-Iodonium Intermediates: The Efficient Synthesis of Bithiophenes Using Hypervalent Iodine Reagents
Morimoto, Koji
Nakae, Tomofumi
Yamaoka, Nobutaka
Dohi, Toshifumi
Kita, Yasuyuki
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (31) : 6326 - 6334
[48] A sustainable and metal-free advanced oxidation process for efficient water purification by electrified reduced graphene oxide membrane
Zhang, Yangyang
Zhang, Zhenghua
CHEM CATALYSIS, 2024, 4 (08):
[49] Metal-free regioselective tandem synthesis of diversely substituted benzimidazo-fused polyheterocycles in aqueous medium
Mishra, Pawan K.
Verma, Akhilesh K.
GREEN CHEMISTRY, 2016, 18 (23) : 6367 - 6372
[50] An efficient metal-free synthesis of organic disulfides from thiocyanates using poly-ionic resin hydroxide in aqueous medium
Sengupta, Debasish
Basu, Basudeb
TETRAHEDRON LETTERS, 2013, 54 (18) : 2277 - 2281

← 1 2 3 4 5 →