Issue 41, 2013
From the journal:

Chemical Communications

Efficient synthesis of highly substituted pyrroles through a Pd(OCOCF3)2-catalyzed cascade reaction of 2-alkenal-1,3-dicarbonyl compounds with primary amines†

Wei Yang,a   Liliang Huang,a   Hong Liu,a   Wei Wang*abc  and  Hao Li*ab  

* Corresponding authors

a Shanghai Institute of Materia Medica, Shanghai, P.R.China
E-mail: hli77@ecust.edu.cn
Fax: +86-21-6425-3299
Tel: +86-21-6425-3299

b Shanghai Key Laboratory of New Drug Design, School of Pharmacy, and State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai, P.R.China

c Department of Chemistry & Chemical Biology, University of New Mexico, MSC03 2060, Albuquerque, NM 87131, USA
E-mail: wwang@unm.edu
Fax: +1-505-277-2609
Tel: +1-505-277-0756

Abstract

We describe an unprecedented Pd(OCOCF3)2-catalyzed cascade process for the synthesis of highly functionalized 1,2,3,5-tetrasubstituted pyrroles with high efficiency. Unlike documented methods relying on preformed enamines and active halogenated terminal alkenes, the process employs simple 2-alkenal-dicarbonyls and primary amines in ‘one-pot’.

Graphical abstract: Efficient synthesis of highly substituted pyrroles through a Pd(OCOCF3)2-catalyzed cascade reaction of 2-alkenal-1,3-dicarbonyl compounds with primary amines

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Article information

DOI
https://doi.org/10.1039/C3CC42216J
Article type
Communication
Submitted
26 Mar 2013
Accepted
02 Apr 2013
First published
03 Apr 2013

Chem. Commun., 2013,49, 4667-4669

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Efficient synthesis of highly substituted pyrroles through a Pd(OCOCF3)2-catalyzed cascade reaction of 2-alkenal-1,3-dicarbonyl compounds with primary amines

W. Yang, L. Huang, H. Liu, W. Wang and H. Li, Chem. Commun., 2013, 49, 4667 DOI: 10.1039/C3CC42216J

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