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Generation of pyrrolo[2,1-a]isoquinoline derivatives from N-ylides: Synthetic control and structural characterization

✍ Scribed by Florea Dumitrascu; Mino R. Caira; Emilian Georgescu; Florentina Georgescu; Constantin Draghici; Marcel Mirel Popa


Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
211 KB
Volume
22
Category
Article
ISSN
1042-7163

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✦ Synopsis


Abstract

New pyrrolo[2,1‐a]isoquinolines were obtained by two one‐pot procedures via 1,3‐dipolar cycloaddition between the isoquinolinium N‐ylides and symmetrical acetylenic dipolarophiles, avoiding the formation of dihydro intermediates. For structural comparison, the dihydro derivatives obtained by a classical two‐stage reaction were characterized by NMR and X‐ray crystallography, allowing complete stereochemistry assignments. Β© 2011 Wiley Periodicals, Inc. Heteroatom Chem 22:723–729, 2011; View this article online at wileyonlinelibrary.com. DOI 10.1002/.20740


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✍ Florea Dumitrascu; Mino R. Caira; Emilian Georgescu; Florentina Georgescu; Const πŸ“‚ Article πŸ“… 2012 πŸ› John Wiley and Sons βš– 26 KB

## Abstract New pyrroloisoquinolines (III) are synthesized via 1,3‐dipolar cycloaddition between symmetrical acetylenic dipolarophiles (II) and isoquinolinium N‐ylides.