2,5‐Bis(piperidinomethyl)pyrrol und (2,5‐Pyrroldiyldimethylen)bis(triphenylphosphoniumiodid): Synthesen und Umsetzungen zu [2.2](2,5)Pyrrolophanen und 2,5‐bisvinylsubstituierten Pyrrrolen
- 12 September 1985
- journal article
- research article
- Published by Wiley in European Journal of Organic Chemistry
- Vol. 1985 (9) , 1895-1903
- https://doi.org/10.1002/jlac.198519850916
Abstract
Mannich‐Reaktion an Pyrrol führt zu 2,5‐Bis(piperidinomethyl)pyrrol (1a), das nach Quartärisierung und Umsetzung mit Cyanid neben 2,5‐Bis(cyanmethyl)pyrrol (1c) die stereoisomeren [2.2](2,5)Pyrrolophane 3a – c liefert. Aus den Methiodiden von 1a und 2‐(Dimethylaminomethyl)pyrrol (8a) werden (2,5‐Pyrroldiyldimethylen)bis(triphenylphosphoniumiodid) (5a) sowie (2‐Pyrrolylmethyl)triphenylphosphoniumiodid (8c) erhalten, die mit Aldehyden Wittig‐Reaktionen eingehen, mit gleichzeitig vorhandenen Nucleophilen jedoch unter Substitution reagieren.Keywords
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