[bmIm]OH-catalyzed amidation of azides and aldehydes: an efficient route to amides

被引：15

作者：

Gu, Lijun ^{[1
,2
]}

Wang, Wei ^{[1
]}

Liu, Jiyan ^{[1
]}

Li, Ganpeng ^{[1
]}

Yuan, Minglong ^{[2
]}

机构：

[1] Yunnan Minzu Univ, State Ethn Affairs Commiss & Minist Educ, Key Lab Chem Ethn Med Resources, Kunming 650500, Yunnan, Peoples R China

[2] Yunnan Minzu Univ, Engn Res Ctr Biopolymer Funct Mat Yunnan, Kunming 650500, Yunnan, Peoples R China

来源：

GREEN CHEMISTRY | 2016年 / 18卷 / 09期

关键词：

IONIC LIQUID; OXIDATIVE AMIDATION; MILD CONDITIONS; COPPER; AMINES; KETONES; 1,2,3-TRIAZOLES; CARBONYLATION; ALKYLATION; CATALYSIS;

D O I：

10.1039/c6gc00402d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A [bmIm]OH-catalyzed amidation of azides and aldehydes is reported. This reaction is easily handled and proceeds under mild conditions. The overall transformation involves azide-enolate cycloaddition, which subsequently undergoes rearrangement to give amides. Importantly, the employment of ionic liquid makes this transformation green and practical.

引用

页码：2604 / 2608

页数：5

共 45 条

[41] Microwave accelerated facile and efficient synthesis of piperido[3',4':5,6]pyrano[2,3-d] pyrimidinones catalyzed by basic ionic liquid [BMIM]OH
Siddiqui, I. R.
Srivastava, Arjita
Shamim, Shayna
Srivastava, Anjali
Rahila, Malik A. Waseem Shireen
Abumhdi, Afaf A. H.
Srivastava, Anushree
Rai, Pragati
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[42] Efficient addition reaction of bromonitromethane to aldehydes catalyzed by NaI:: A new route to 1-bromo-1-nitroalkan-2-ols under very mild conditions
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Rodriguez-Solla, Humberto
Concellon, Carmen
Garcia-Granada, Santiago
Rosario Diaz, M.
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[43] Rhodium(III)-catalyzed C-H activation/[4+3] annulation of N-phenoxyacetamides and α,β-unsaturated aldehydes: an efficient route to 1,2-oxazepines at room temperature
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Chen, Ying
Qian, Shao-Song
Li, Jie Jack
Lu, Liang
Lu, Yanbo
Chen, Bo
Hong, Mei
Zhao, Jing
CHEMICAL COMMUNICATIONS, 2014, 50 (81) : 12135 - 12138
[44] Efficient and green synthesis of 4H-pyrans and 4H-pyrano[2,3-c] pyrazoles catalyzed by task-specific ionic liquid [bmim]OH under solvent-free conditions
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Chaudhary, Ankita
GREEN CHEMISTRY LETTERS AND REVIEWS, 2012, 5 (04) : 633 - 638
[45] Highly diastereoselective reductive coupling of 2-bromo-2,3,3,3-tetrafluoropropanamide with aldehydes promoted by triphenylphosphine-titanium(IV) isopropoxide.: An efficient route to the synthesis of erythro-α-fluoro-α-(trifluoromethyl)-β-hydroxy amides
Sato, K
Sekiguchi, T
Ishihara, T
Konno, T
Yamanaka, H
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (15): : 5041 - 5047

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