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One‐Pot Assembly of Highly Functionalized Cyclopenta[ b ]pyrroles via a Calcium(II)‐ and Copper(II)‐Catalyzed Reaction Sequence
Author(s) -
Marin Lucile,
Gandon Vincent,
Schulz Emmanuelle,
Lebœuf David
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201601301
Subject(s) - chemistry , hydroamination , isomerization , catalysis , copper , combinatorial chemistry , sequence (biology) , medicinal chemistry , organic chemistry , stereochemistry , biochemistry
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.