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Acid catalyzed halogen dance on deactivated pyrroles

✍ Scribed by Federico Tutino; Gianluca Papeo; Francesca Quartieri

Publisher
Journal of Heterocyclic Chemistry
Year
2010
Tongue
English
Weight
143 KB
Volume
47
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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A study on the acid catalyzed halogen dance (ACHD) on deactivated bromopyrroles is reported. A different behavior is observed when considering singly deactivated pyrrole alkylcarboxamides, or doubly deactivated pyrroleketo‐lactams (aldisines). Although less electron deficient pyrrole alkylcarboxamides suffer from ACHD, the double deactivation on keto‐lactams disfavors pyrrole ring protonation thus preventing halogen scrambling. The mechanism involved in the rearrangement is hypothesized. J. Heterocyclic Chem., 2010.

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One-pot synthesis of N-substituted pyrro
One-pot synthesis of N-substituted pyrroles catalyzed by polystyrene-supported aluminum chloride as a reusable heterogeneous lewis acid catalyst
✍ Ali Rahmatpour; Jamal Aalaie 📂 Article 📅 2010 🏛 John Wiley and Sons 🌐 English ⚖ 136 KB 👁 1 views

## Abstract A convenient and efficient procedure is presented for the one‐pot synthesis of N‐substituted pyrroles by condensation of 2,5‐hexandione and amines or diamines in the presence of cross‐linked polystyrene‐supported aluminum chloride (PS/AlCl~3~) as a highly active and reusable heterogeneo