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Ring transformations of heterocyclic compounds. XXII. Pyrido[1,2-a]indolium salts from 2-methyl-3H-indoles by pyrylium mediated three carbon annelation

✍ Scribed by Thomas Zimmermann; Lothar Hennig

Publisher
Journal of Heterocyclic Chemistry
Year
2002
Tongue
English
Weight
184 KB
Volume
39
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

The synthesis of pyrido[1,2‐a]indolium perchlorates 8,11 from 2,4,6‐triarylpyrylium perchlorates 1 and 2‐methyl‐3__H__‐indoles 6,9 in the presence of a basic condensing agent (anhydrous sodium acetate, piperidine acetate, triethylamine/acetic acid, triethylamine) in ethanol by a 2,4‐[C~3~+C~2~N] pyrylium ring transformation is reported. Spectroscopic data of the transformation products and their mode of formation are discussed.

📜 SIMILAR VOLUMES

Ring transformations of heterocyclic com
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
✍ Thomas Zimmermann 📂 Article 📅 1999 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 483 KB 👁 1 views

## 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,