Literature DB >> 21939250

Tandem visible light-mediated radical cyclization-divinylcyclopropane rearrangement to tricyclic pyrrolidinones.

Joseph W Tucker1, Corey R J Stephenson.   

Abstract

Visible light promoted single electron reduction of bromocyclopropyl cyclization scaffolds enabled by photoredox catalysis initiates a novel tandem radical cyclization/sigmatropic rearrangement to generate tricyclic pyrrolidinones having considerable molecular complexity from simple, readily available starting materials. Furthermore, subtle variations to substrate structure afford a wide array of reaction diversity.
© 2011 American Chemical Society

Entities:  

Year:  2011        PMID： 21939250     DOI： 10.1021/ol202178t

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


  13 in total

Review 1.  Visible light photoredox catalysis with transition metal complexes: applications in organic synthesis.

Authors:  Christopher K Prier; Danica A Rankic; David W C MacMillan
Journal:  Chem Rev       Date:  2013-03-19       Impact factor: 60.622

2.  Visible-light photoredox catalysis in flow.

Authors:  Joseph W Tucker; Yuan Zhang; Timothy F Jamison; Corey R J Stephenson
Journal:  Angew Chem Int Ed Engl       Date:  2012-03-16       Impact factor: 15.336

3.  Visible-light-mediated one-pot efficient synthesis of 1-aryl-1H,3H-thiazolo[3,4-a]benzimidazoles: a metal-free photochemical approach in aqueous ethanol.

Authors:  Mohd Nazeef; Km Neha Shivhare; Shabir Ali; Saif Ansari; I R Siddiqui
Journal:  Mol Divers       Date:  2020-09-27       Impact factor: 2.943

4.  Catalytic Radical Domino Reactions in Organic Synthesis.

Authors:  Leanne J Sebren; James J Devery; Corey R J Stephenson
Journal:  ACS Catal       Date:  2014-02-07       Impact factor: 13.084

5.  Photoredox Activation and Anion Binding Catalysis in the Dual Catalytic Enantioselective Synthesis of β-Amino Esters.

Authors:  Giulia Bergonzini; Corinna S Schindler; Carl-Johan Wallentin; Eric N Jacobsen; Corey R J Stephenson
Journal:  Chem Sci       Date:  2014-01       Impact factor: 9.825

6.  Engaging unactivated alkyl, alkenyl and aryl iodides in visible-light-mediated free radical reactions.

Authors:  John D Nguyen; Erica M D'Amato; Jagan M R Narayanam; Corey R J Stephenson
Journal:  Nat Chem       Date:  2012-10       Impact factor: 24.427

7.  A visible-light-mediated oxidative C-N bond formation/aromatization cascade: photocatalytic preparation of N-arylindoles.

Authors:  Soumitra Maity; Nan Zheng
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-22       Impact factor: 15.336

8.  Tandem dienone photorearrangement-cycloaddition for the rapid generation of molecular complexity.

Authors:  Pieter H Bos; Mitchell T Antalek; John A Porco; Corey R J Stephenson
Journal:  J Am Chem Soc       Date:  2013-11-13       Impact factor: 15.419

Review 9.  The chemistry of amine radical cations produced by visible light photoredox catalysis.

Authors:  Jie Hu; Jiang Wang; Theresa H Nguyen; Nan Zheng
Journal:  Beilstein J Org Chem       Date:  2013-10-01       Impact factor: 2.883

Review 10.  Recent applications of the divinylcyclopropane-cycloheptadiene rearrangement in organic synthesis.

Authors:  Sebastian Krüger; Tanja Gaich
Journal:  Beilstein J Org Chem       Date:  2014-01-16       Impact factor: 2.883
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