New transformations of the reaction product of 4-(dichloromethylene)-2-phenyl-1,3-oxazol-5(4H)-one with triphenylphosphine View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2004-09

AUTHORS

V. S. Brovarets, A. V. Golovenko, V. N. Sviripa, K. B. Zyuz’, A. N. Chernega, B. S. Drach

ABSTRACT

Consecutive treatment of the available 4-(dichloromethylene)-4-phenyl-1,3-oxazol-5(4H)-one with triphenylphosphine, water, and triethylamine gives a stabilized ylide Ph3P=CHCONHCOPh. Its structure was proved by X-ray diffraction. The ylide reacts with hydrogen chloride and phosphorus pentachloride to give a many-center phosphonium reagent with a 1,3-dichloro-2-aza-1,3-diene group, which enters cyclocondensations with hydrazine hydrate, phenylhydrazine, and benzamidine. These reactions allowed synthesis of phosphonium salts of the general formula Ph3\documentclass[12pt]{minimal} \usepackage{amsmath} \usepackage{wasysym} \usepackage{amsfonts} \usepackage{amssymb} \usepackage{amsbsy} \usepackage{mathrsfs} \usepackage{upgreek} \setlength{\oddsidemargin}{-69pt} \begin{document} $$\mathop P\limits^ +$$ \end{document}CH2HtAn− derived from 1,2,4-triazole or 1,3,5-triazine. The structure of the cyclization products was established by spectral methods, as well as by alkaline dephosphorylation. More... »

PAGES

1328-1334

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s11176-005-0005-8

DOI

http://dx.doi.org/10.1007/s11176-005-0005-8

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1008383405


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