Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 359, Issue 7, Pages 1157-1163Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201601301
Keywords
calcium; cyclopenta[b]pyrroles; electrocyclization; Friedel-Crafts reaction; hydroamination
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Funding
- CNRS
- Ministere de l'Enseignement Superieur et de la Recherche, Universite Paris-Sud
- Institut Universitaire de France (IUF)
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A user-friendly, calcium(II)- and copper(II)-catalyzed one-pot reaction sequence to furnish cyclopenta[b]pyrroles with a high level of complexity is depicted. The reaction involves the following sequential transformations: (i) an aza-Piancatelli cyclization, (ii) a hydroamination/isomerization process and (iii) a subsequent Friedel-Crafts-type reaction to afford the desired compounds from readily available 2-furylcarbinols, anilines and secondary alcohols with a minimum of precautions.
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