Literature DB >> 20014770

Electron transfer photoredox catalysis: intramolecular radical addition to indoles and pyrroles.

Joseph W Tucker1, Jagan M R Narayanam, Scott W Krabbe, Corey R J Stephenson.   

Abstract

The utilization of the photoredox catalyst, tris(2,2'-bipyridyl)ruthenium dichloride, and a household light bulb to effect radical cyclizations onto indoles and pyrroles at room temperature is reported. A reactive free radical intermediate is generated via the reduction of an activated C-Br bond by the single electron reductant, Ru(I), generated in a visible light induced photocatalytic cycle. This system represents an expansion of the application of photoredox catalysis in conventional free radical processes.

Entities:  

Year:  2010        PMID: 20014770     DOI: 10.1021/ol902703k

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


  37 in total

1.  Visible light photocatalysis as a greener approach to photochemical synthesis.

Authors:  Tehshik P Yoon; Michael A Ischay; Juana Du
Journal:  Nat Chem       Date:  2010-06-23       Impact factor: 24.427

2.  Total synthesis of (+)-gliocladin C enabled by visible-light photoredox catalysis.

Authors:  Laura Furst; Jagan M R Narayanam; Corey R J Stephenson
Journal:  Angew Chem Int Ed Engl       Date:  2011-07-12       Impact factor: 15.336

Review 3.  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

4.  Photoinduced Cleavage of N-N Bonds of Aromatic Hydrazines and Hydrazides by Visible Light.

Authors:  Mingzhao Zhu; Nan Zheng
Journal:  Synthesis (Stuttg)       Date:  2011-06-21       Impact factor: 3.157

5.  [2+2] cycloadditions by oxidative visible light photocatalysis.

Authors:  Michael A Ischay; Zhan Lu; Tehshik P Yoon
Journal:  J Am Chem Soc       Date:  2010-06-30       Impact factor: 15.419

6.  Synthesis of 2,5-Diaryl-1,5-dienes from Allylic Bromides Using Visible-Light Photoredox Catalysis.

Authors:  Gerald Pratsch; Larry E Overman
Journal:  J Org Chem       Date:  2015-10-30       Impact factor: 4.354

7.  Directed oxidative cyclizations to C2- or C4-positions of indole: efficient construction of the bicyclo[4.3.1]decane core of welwitindolinones.

Authors:  Vikram Bhat; James A Mackay; Viresh H Rawal
Journal:  Org Lett       Date:  2011-05-26       Impact factor: 6.005

8.  Lithium bis-catechol borate as an effective reductive quencher in photoredox catalysis.

Authors:  Martin J Sevrin; Laura Furst; John D Nguyen; James L Collins; Corey R J Stephenson
Journal:  Tetrahedron       Date:  2018-04-18       Impact factor: 2.457

9.  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

10.  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

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