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Current Organic Synthesis

Editor-in-Chief

ISSN (Print): 1570-1794
ISSN (Online): 1875-6271

Synthesis of New Furo-Imidazo[3.3.3]propellanes

Author(s): Alaa A. Hassan, Nasr K. Mohamed, Lamiaa E. Abd El-Haleem, Stefan Brase and Martin Nieger

Volume 13, Issue 3, 2016

Page: [426 - 431] Pages: 6

DOI: 10.2174/1570179412666150513003813

Price: $65

Abstract

A new class of compounds, namely furo-imidazo-[3.3.3]propellanes can be synthesized by reaction of (1,3-dioxo-2,3-dihydro-1H-inden-2-ylidene)propanedinitrile with N-substituted (2-picolinoyl-, thiophene-2- carbonyl)hydrazinecarbo-thioamides 1a-f. 2,5-Disubstituted-2,3,4-oxadiazoles were also separated from this reaction as a minor product. The structures of products have been confirmed by using IR, NMR, mass spectrometry and single crystal X-ray analyses. A mechanism for the formation of the products is presented.

Keywords: Furo-imidazo[3.3.3]propellanes, hydrazinecarbothioamides, dicyanomethylene-1, 3-indanedione, donor acceptor interactions, 2, 5- disubstituted-1, 3, 4-oxadiazoles, X-ray crystallography.


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