Literature DB >> 20718448

Synthesis of highly substituted pyrroles via nucleophilic catalysis.

Simbarashe Ngwerume1, Jason E Camp.   

Abstract

A nucleophilic catalysis method providing a concise synthesis of di-, tri-, and tetrasubstituted pyrroles is described. This regioselective one-pot method relies on nucleophilic catalysis of the intermolecular addition of oximes to activated alkynes and thermal rearrangement of the in situ generated O-vinyl oximes to form pyrroles that contain a functional group handle at the C3/C4 position.

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Year:  2010        PMID: 20718448     DOI: 10.1021/jo1011448

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

Review 1.  Transition metal-free one-pot synthesis of nitrogen-containing heterocycles.

Authors:  Simpal Kumari; Dharma Kishore; Sarvesh Paliwal; Rajani Chauhan; Jaya Dwivedi; Aakanksha Mishra
Journal:  Mol Divers       Date:  2015-06-09       Impact factor: 2.943

2.  One-pot synthesis of fused pyrroles through a key gold-catalysis-triggered cascade.

Authors:  Zhitong Zheng; Huangfei Tu; Liming Zhang
Journal:  Chemistry       Date:  2014-01-30       Impact factor: 5.236

3.  Cyclic Ketoximes as Estrogen Receptor β Selective Agonists.

Authors:  Carlotta Granchi; Margherita Lapillo; Concetta Russo Spena; Flavio Rizzolio; Tiziano Tuccinardi; Teresa A Martin; Kathryn E Carlson; John A Katzenellenbogen; Filippo Minutolo
Journal:  ChemMedChem       Date:  2016-05-02       Impact factor: 3.466

4.  Asymmetric synthesis of nonracemic primary amines via spiroborate-catalyzed reduction of pure (E)- and (Z)-O-benzyloximes: applications toward the synthesis of calcimimetic agents.

Authors:  Wenhua Ou; Sandraliz Espinosa; Héctor J Meléndez; Silvia M Farré; Jaime L Alvarez; Valerie Torres; Ileanne Martínez; Kiara M Santiago; Margarita Ortiz-Marciales
Journal:  J Org Chem       Date:  2013-05-13       Impact factor: 4.354

5.  Highly selective salicylketoxime-based estrogen receptor β agonists display antiproliferative activities in a glioma model.

Authors:  Ilaria Paterni; Simone Bertini; Carlotta Granchi; Tiziano Tuccinardi; Marco Macchia; Adriano Martinelli; Isabella Caligiuri; Giuseppe Toffoli; Flavio Rizzolio; Kathryn E Carlson; Benita S Katzenellenbogen; John A Katzenellenbogen; Filippo Minutolo
Journal:  J Med Chem       Date:  2015-01-14       Impact factor: 7.446

  5 in total

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