Literature DB >> 20734981

One-pot AgOAc-mediated synthesis of polysubstituted pyrroles from primary amines and aldehydes: application to the total synthesis of purpurone.

Qingjiang Li1, Aili Fan, Zhiyao Lu, Yuxin Cui, Wenhan Lin, Yanxing Jia.   

Abstract

A simple and efficient method for the synthesis of 1,3,4-trisubstituted or 3,4-disubstituted pyrroles has been developed. The reaction represents the first time that pyrroles are synthesized directly from readily available aldehydes and amines (anilines) as starting materials. This method has been successfully applied to the rapid synthesis of purpurone.

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Year:  2010        PMID: 20734981     DOI: 10.1021/ol101644g

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

Review 1.  Transition metal-mediated synthesis of monocyclic aromatic heterocycles.

Authors:  Anton V Gulevich; Alexander S Dudnik; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2013-01-10       Impact factor: 60.622

2.  Oxidative Coupling of Enolates, Enol Silanes and Enamines: Methods and Natural Product Synthesis.

Authors:  Fenghai Guo; Michael D Clift; Regan J Thomson
Journal:  European J Org Chem       Date:  2012-07-16

3.  Copper-catalyzed condensation of imines and α-diazo-β-dicarbonyl compounds: modular and regiocontrolled synthesis of multisubstituted pyrroles.

Authors:  Wei Wen Tan; Naohiko Yoshikai
Journal:  Chem Sci       Date:  2015-08-03       Impact factor: 9.825

4.  Design, synthesis, in silico and biological evaluations of novel polysubstituted pyrroles as selective acetylcholinesterase inhibitors against Alzheimer's disease.

Authors:  Hormoz Pourtaher; Alireza Hasaninejad; Aida Iraji
Journal:  Sci Rep       Date:  2022-09-08       Impact factor: 4.996

5.  Direct synthesis of pentasubstituted pyrroles and hexasubstituted pyrrolines from propargyl sulfonylamides and allenamides.

Authors:  Changqing Ye; Yihang Jiao; Mong-Feng Chiou; Yajun Li; Hongli Bao
Journal:  Chem Sci       Date:  2021-06-08       Impact factor: 9.825

  5 in total

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