Erlenmeyer azlactone synthesis with aliphatic aldehydes under solvent-free microwave conditions

被引：24

作者：

Chandrasekhar, Sosale ^{[1
]}

Karri, Phaneendrasai ^{[1
]}

机构：

[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 05期

关键词：

aliphatic aldehydes; alumina; azlactones; Erlenmeyer synthesis; microwave; oxazolone; solvent-free;

D O I：

10.1016/j.tetlet.2006.11.174

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Phenyl-5(4H)-oxazolone (azlactone) reacts with aliphatic aldehydes upon adsorption on neutral alumina and irradiation with microwaves (< 2 min). The corresponding condensation products are obtained in good yields (62-78%), indicating the satisfactory resolution of a long-standing problem plaguing the classical Erlenmeyer synthesis (poor results with aliphatic aldehydes). Plausible mechanistic reasons for the success of the procedure are discussed. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：785 / 786

页数：2

共 50 条

[31] Synthesis of Thioamidoguanidine Derivatives under Solvent-Free Grinding Conditions
Liu, Tianbao
Peng, Yanfen
Wang, Yajie
Yong, Jiayuan
Wang, Xin
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2018, 38 (04) : 969 - 974
[32] Synthesis of trimethylsilyl carboxylates by HMDS under solvent-free conditions
Jereb, Marjan
Lakner, Janja
TETRAHEDRON, 2016, 72 (37) : 5713 - 5723
[33] A convenient synthesis of substituted quinazolin-4(3H)-ones under microwave and solvent-free conditions
Montazeri, N
Rad-Moghadam, K
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2004, 179 (12) : 2533 - 2536
[34] CuI-Catalyzed Multicomponent Synthesis of Aminoindolizines from Aldehydes, Amines, and Alkynes under Solvent-Free Conditions
Pan, Changming
Zou, Jianping
Zeng, Runsheng
CHINESE JOURNAL OF CHEMISTRY, 2013, 31 (06) : 799 - 804
[35] Method for Regio- and Stereoselective Synthesis of (E)-,-Unsaturated Acids from Aldehydes Under Solvent-Free Conditions
Zhang, Shi-Jie
Hu, Wei-Xiao
SYNTHETIC COMMUNICATIONS, 2010, 40 (20) : 3093 - 3100
[36] An efficient and solvent-free one-pot synthesis of dihydropyrimidinones under microwave irradiation
Jiang, Cheng
You, Qi Dong
CHINESE CHEMICAL LETTERS, 2007, 18 (06) : 647 - 650
[37] An efficient and solvent-free one-pot synthesis of dihydropyrimidinones under microwave irradiation
Cheng Jiang
ChineseChemicalLetters, 2007, (06) : 647 - 650
[38] Expedient method for the synthesis of bis(acylhydrazones) under microwave irradiation in solvent-free medium
Li, J. P.
Zheng, P. Z.
Zhu, J. G.
Liu, R. J.
Qu, G. R.
BRAZILIAN JOURNAL OF CHEMICAL ENGINEERING, 2007, 24 (04) : 471 - 475
[39] Solvent-free synthesis of novel phthalocyanines containing triazole derivatives under microwave irradiation
Ozil, Musa
Canpolat, Mutlu
POLYHEDRON, 2013, 51 : 82 - 89
[40] Solvent-free synthesis of 2-amino-4-arylthiazoles under microwave irradiation
Caceres-Castillo, David
Carballo, Ruben M.
Tzec-Interian, Jorge A.
Mena-Rejon, Gonzalo J.
TETRAHEDRON LETTERS, 2012, 53 (30) : 3934 - 3936

← 1 2 3 4 5 →