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Ring transformations of heterocyclic compounds. XIX. Spiro[dihydropyridine-indolines] novel heterocycles with two spiro-condensed N-containing subunits easy accessible by 1,3-oxazinium ring transformation

✍ Scribed by Thomas Zimmermann; Ulrich Abram

Publisher
Journal of Heterocyclic Chemistry
Year
2000
Tongue
English
Weight
340 KB
Volume
37
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

The synthesis of hitherto unknown 1‐benzoyl‐1′,3′,3′‐trimethyl‐4,6‐diphenylspiro[1,2‐dihydropyridine‐2,2′‐indolines] 5 from 2,4,6‐triphenyl‐1,3‐oxazinium tetrafluoroborate (1b) and 1,3,3‐trimethyl‐2‐methyleneindolines 2 (used as such or generated in situ from the corresponding 3__H__‐indolium salts 4) in the presence of triethylamine in anhydrous acetonitrile by a 3,6‐[C~3~N+C~2~] 1,3‐oxazinium ring transformation is reported. Structure elucidation is performed by an X‐ray structure determination of the spiro[dihydropyridine‐indoline] 5a. 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. 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 👁 1 views

## 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.