✦ LIBER ✦

Thermal transformation of arylamidoximes in the presence of phosphorus ylides. Unexpected formation of 3-aryl-5-arylamino-1,2,4-oxadiazoles

✍ Scribed by Demetrios N. Nicolaides; Konstantinos E. Litinas; Ioannis Vrasidas; Konstantina C. Fylaktakidou

Publisher: Journal of Heterocyclic Chemistry
Year: 2004
Tongue: English
Weight: 278 KB
Volume: 41
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570410404

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The unexpected formation of 3‐aryl‐5‐arylamino‐1,2,4‐oxadiazoles took place, when arylamidoximes reacted thermally with ethoxycarbonylmethylene(triphenyl)phosphorane. Furoxans, nitriles, ureas were also isolated suggesting aryl cyanide oxides as intermediates. 3‐Aryl‐5‐arylamino‐1,2,4‐oxadiazoles were formed via an aryl migration from the carbon atom to the nitrogen atom of the amidoxime, and the structure was further proved from the X‐ray crystal structure of the N‐(4‐bromobenzoyl) derivative.

📜 SIMILAR VOLUMES

Thermal Transformation of Arylamidoximes

Thermal Transformation of Arylamidoximes in the Presence of Phosphorus Ylides. Unexpected Formation of 3-Aryl-5-arylamino-1,2,4-oxadiazoles.

✍ Demetrios N. Nicolaides; Konstantinos E. Litinas; Ioannis Vrasidas; Konstantina 📂 Article 📅 2004 🏛 John Wiley and Sons ⚖ 16 KB 👁 2 views

ChemInform Abstract: Methyl 3-Arylamino-

ChemInform Abstract: Methyl 3-Arylamino-2-benzoylaminopropenoates in the Synthesis of 4-Arylaminomethylene-2-phenyl-2-oxazolin-5-ones: Unexpected Formation of Bis-oxazolones.

✍ Manoj K. Singh; Ram S. Singh; Radhey M. Singh 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 27 KB 👁 1 views

ChemInform Abstract: Carbon Oxysulfide:

ChemInform Abstract: Carbon Oxysulfide: A Novel Reagent for the Synthesis of 4-Amino/Anilino-3-aryl/aryloxymethyl/thiophenoxymethyl-1,2,4-triazolin-5 -ones and 5-Arylamino-2-mercapto-1,3,4-oxadiazoles.

✍ M. S. CHANDE; M. K. SINGH-JATHAR 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 33 KB 👁 3 views

A one-pot efficient four-component react

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

✍ Ali Ramazani; Yavar Ahmadi; Asemeh Mashhadi Malekzadeh; Aram Rezaei 📂 Article 📅 2011 🏛 John Wiley and Sons 🌐 English ⚖ 165 KB 👁 1 views

## Abstract 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

The Formation of 1,2,4-Triazolylimidazol

The Formation of 1,2,4-Triazolylimidazolidine-2,4-diones in Reactions of 3-Aryl-1,2,4-triazin-5(2H)-ones with Alkylureas.

✍ D. G. Beresnev; G. L. Rusinov; A. Yu. Ponomareva; O. N. Chupakhin 📂 Article 📅 2004 🏛 John Wiley and Sons ⚖ 114 KB 👁 1 views

Polycyclic [2 + 3]-Cycloadducts from the

Polycyclic [2 + 3]-Cycloadducts from the Thermal Decomposition of Bis(2,5-dihydro-1,3,4-thiadiazoles) in the Presence of N-Methylmaleimide.

✍ G. Mloston; M. Celeda; A. Linden; H. Heimgartner 📂 Article 📅 2005 🏛 John Wiley and Sons ⚖ 17 KB 👁 1 views