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Ring transformations of heterocyclic compounds. XVII, 2-(2,4,6-Triarylphenyl) substituted dihydro-1H-imidazolium, dihydrothiazolium and thiazolium salts from 2-methyl derivatives by pyrylium and thiopyrylium ring transformations

✍ Scribed by Thomas Zimmermann

Publisher
Journal of Heterocyclic Chemistry
Year
1999
Tongue
English
Weight
483 KB
Volume
36
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

The synthesis of hitherto unknown 2‐(2,4,6‐triarylphenyl) substituted 4,5‐dihydro‐1__H__‐imidazolium perchlorates 6, 4,5‐dihydrothiazolium perchlorates 8 and thiazolium perchlorates 9 from their 2‐methyl derivatives 2, 4 and 5, respectively, by a 2,6‐[C~5~+C] ring transformation of 2,4,6‐triarylpyrylium and ‐thiopyrylium salts 1/10 in ethanol in the presence of an appropriate base (6: sodium ethanolate; 8,9: anhydrous sodium acetate) is reported. Spectroscopic data of the transformation products and structural influences on their formation via anhydrobases of the salts 2, 4 and 5 are discussed.

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Ring Transformations of Heterocyclic Com
Ring Transformations of Heterocyclic Compounds. Part 24. 1′,2′,5′,6′-Tetrahydro-4′H-spiro[cyclohexa-2,4-diene-1,2′-pyrrolo [3,2,1-ij]quinoline] and 1,2,4,5,6,7-Hexahydrospiro[azepino[3,2,1-hi]indole-2,1′-cyclohexa [2,4]diene] — Two New Spiro[cyclohexadiene-azaheterocycles] Easily Accessible by Pyrylium Ring Transformation.
✍ Thomas Zimmermann 📂 Article 📅 2005 🏛 John Wiley and Sons ⚖ 21 KB 👁 1 views

## Abstract For Abstract see ChemInform Abstract in Full Text.

Ring transformations of heterocyclic com
Ring transformations of heterocyclic compounds. XXIV. 1′,2′,5′,6′-Tetrahydro-4′H-spiro[cyclohexa-2,4-diene-1,2′-pyrrolo[3,2,1-ij]quinoline] and 1,2,4,5,6,7-hexahydrospiro[azepino[3,2,1-hi]indole-2,1′-cyclohexa[2,4]diene] – Two new spiro[cyclohexadiene-azaheterocycles] easily accessible by pyrylium ring transformation
✍ Thomas Zimmermann 📂 Article 📅 2004 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 144 KB

## Dedicated to the memory of Mrs. Ada Castle The ring transformation of 2,4,6-triarylpyrylium salts 1 with 2-methyleneindolines of the type 3 in which the nitrogen atom is connected with the ortho-carbon of the benzene ring by a (CH 2 ) n chain is studied.