A One-Pot Efficient Four-Component Reaction for the Synthesis of 2-(Arylamino)-2-(5-aryl-1,3,4-oxadiazol-2-yl)propyl Benzoate (or Acetate) Derivatives

被引：18

作者：

Ramazani, Ali ^{[1
]}

Ahmadi, Yavar ^{[1
]}

Malekzadeh, Asemeh Mashhadi ^{[1
]}

Rezaei, Aram ^{[2
]}

机构：

[1] Zanjan Univ, Dept Chem, Zanjan, Iran

[2] Islamic Azad Univ, Zanjan Branch, Young Researchers Club, Zanjan, Iran

来源：

HETEROATOM CHEMISTRY | 2011年 / 22卷 / 06期

关键词：

STABILIZED PHOSPHORUS YLIDES; X-RAY-STRUCTURE; STEREOSELECTIVE-SYNTHESIS; MULTICOMPONENT REACTIONS; 3-COMPONENT REACTION; (N-ISOCYANIMINO)TRIPHENYLPHOSPHORANE;

D O I：

10.1002/hc.20735

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reactions of (N-isocyanimino) triphenylphosphorane with 2-oxopropylbenzoate (or acetate) in the presence of aromatic carboxylic acids and primary amines proceed smoothly at room temperature and in neutral conditions to afford sterically congested 1,3,4-oxadiazole derivatives in high yields. The reaction proceeds smoothly and cleanly under mild conditions, and no side reactions were observed. (C) 2011 Wiley Periodicals, Inc. Heteroatom Chem 22: 692-698, 2011; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20735

引用

页码：692 / 698

页数：7

共 50 条

[1] A one-pot efficient four-component reaction for the synthesis of 2-(arylamino)-2-(5-aryl-1-ethenyl-1,3,4-oxadiazol-2-yl)propyl benzoate (or 4-bromobenzoate) derivatives
Holagh, Mohsen Valizadeh
Maharramov, Abel Mohammadalioglu
Allakhverdiev, Mirza Aliakbaroglu
Ramazani, Ali
Ahmadi, Yavar
Nasrabadi, Fatemeh Zeinali
Souldozi, Ali
TURKISH JOURNAL OF CHEMISTRY, 2012, 36 (05) : 671 - 681
[2] Efficient one-pot three-component reaction for the synthesis of (5-aryl-1,3,4-oxadiazol-2-yl)(pyridin-2-yl)methanol derivatives
Souldozi, Ali
JOURNAL OF CHEMICAL RESEARCH, 2015, (03) : 177 - 179
[3] The Reaction of N-Isocyaniminotriphenylphosphorane with 2-Oxopropylbenzoate (or 4-Bromobenzoate) and a Primary Amine in the Presence of (E)-Cinnamic Acid Derivatives: A One-Pot Efficient Four-Component Reaction for the Synthesis of 2-(Arylamino)-2-(5-aryl-1-ethenyl-1,3,4-oxadiazol-2-yl) Propyl Benzoate (or 4-Bromobenzoate) Derivatives
Ramazani, Ali
Ahmadi, Yavar
Nasrabadi, Fatemeh Zeinali
Rouhani, Morteza
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2013, 50 (06) : 1294 - 1298
[4] One-Pot Four-Component Synthesis of N2-Alkyl-N3-[2-(1,3,4-oxadiazol-2-yl)aryl]benzofuran-2,3-diamines
Adib, Mehdi
Sheikhi, Ehsan
Karimzadeh, Morteza
Bijanzadeh, Hamid Reza
Amanlou, Massoud
HELVETICA CHIMICA ACTA, 2012, 95 (05) : 788 - 794
[5] Efficient one-pot, four-component synthesis of N,N-dibenzyl-1-(5-aryl-1,3,4-oxadiazol-2-yl)cyclobutylamine derivatives from the reaction of (isocyanoimino)triphenylphosphorane, dibenzylamine, an aromatic carboxylic acid and cyclobutanone
Shajari, Nahid
Kazemizadeh, Ali Reza
Ramazani, Ali
JOURNAL OF THE SERBIAN CHEMICAL SOCIETY, 2012, 77 (09) : 1175 - 1180
[6] Synthesis of 3-(5-aryl-1,3,4-oxadiazol-2-yl)chromones
Tsao, L
Van, V
Sun, G
Lyu, Y
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2001, 71 (05) : 767 - 769
[7] SYNTHESIS OF 3-(5-ARYL-1,3,4-OXADIAZOL-2-YL)QUINAZOLINE-2,4-(1H)-DIONES AND 2-[(5-ARYL-1,3,4-OXADIAZOL-2-YL)AMINO]-3,1-BENZOXAZIN-4-ONES FROM METHYL N-(5-ARYL-1,3,4-OXADIAZOL-2-YL)DITHIOCARBAMATES
KHAN, RH
RASTOGI, RC
JOURNAL OF CHEMICAL RESEARCH-S, 1992, (10): : 342 - 343
[8] Synthesis of 3-(5-Aryl-1,3,4-oxadiazol-2-yl)chromones
L. Cao
W. Wang
Chemistry of Heterocyclic Compounds, 2003, 39 (8) : 1072 - 1075
[9] Synthesis of 3-(5-Aryl-1,3,4-oxadiazol-2-yl)chromones
L. Tsao
V. Van
G. Sun
Yu. Lyu
Russian Journal of General Chemistry, 2001, 71 : 767 - 769
[10] The synthesis of 3-(5-aryl-1,3,4-oxadiazol-2-yl) chromones
Cao, L
Wang, W
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2003, (08): : 1227 - 1230

← 1 2 3 4 5 →