Literature DB >> 23419975

A Photo Touch on Amines: New Synthetic Adventures of Nitrogen Radical Cations.

Soumitira Maity1, Nan Zheng.   

Abstract

Amines have been used as sacrificial electron donors to reduce photoexcited Ru(II) or Ir(III) complexes, during which they are oxidized to nitrogen radical cations. Recently, the synthetic potential of these nitrogen radical cations have caught synthetic organic chemists' attention. They have been exploited in various transformations yielding a number of elegant methods for amine synthesis. This article highlights recent developments on nitrogen radical cation chemistry under visible-light photocatalysis.

Entities:  

Keywords:  amines; iridium; nitrogen radical cations; ruthenium; visible light

Year:  2012        PMID: 23419975      PMCID: PMC3571698          DOI: 10.1055/s-0032-1316592

Source DB:  PubMed          Journal:  Synlett        ISSN: 0936-5214            Impact factor:   2.454


  47 in total

1.  Facile ring-opening of azabicyclic [3.1.0]- and [4.1.0]aminocyclopropanes to afford 3-piperidinone and 3-azepinone.

Authors:  Jisun Lee; Simon Berritt; Christopher K Prier; Madeleine M Joullié
Journal:  Org Lett       Date:  2011-01-27       Impact factor: 6.005

2.  Photoredox catalysis with visible light.

Authors:  Kirsten Zeitler
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

3.  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

4.  Visible light photoredox catalysis: generation and addition of N-aryltetrahydroisoquinoline-derived α-amino radicals to Michael acceptors.

Authors:  Paul Kohls; Deepak Jadhav; Ganesh Pandey; Oliver Reiser
Journal:  Org Lett       Date:  2012-01-19       Impact factor: 6.005

5.  Development of trityl-based photolabile hydroxyl protecting groups.

Authors:  Lei Zhou; Haishen Yang; Pengfei Wang
Journal:  J Org Chem       Date:  2011-06-02       Impact factor: 4.354

6.  Radical cation Diels-Alder cycloadditions by visible light photocatalysis.

Authors:  Shishi Lin; Michael A Ischay; Charles G Fry; Tehshik P Yoon
Journal:  J Am Chem Soc       Date:  2011-11-11       Impact factor: 15.419

7.  Eosin Y catalyzed visible light oxidative C-C and C-P bond formation.

Authors:  Durga Prasad Hari; Burkhard König
Journal:  Org Lett       Date:  2011-07-11       Impact factor: 6.005

8.  Photoredox catalysis: a mild, operationally simple approach to the synthesis of α-trifluoromethyl carbonyl compounds.

Authors:  Phong V Pham; David A Nagib; David W C MacMillan
Journal:  Angew Chem Int Ed Engl       Date:  2011-05-23       Impact factor: 15.336

9.  Catalytic asymmetric α-acylation of tertiary amines mediated by a dual catalysis mode: N-heterocyclic carbene and photoredox catalysis.

Authors:  Daniel A DiRocco; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2012-05-02       Impact factor: 15.419

10.  Electron-transfer photoredox catalysis: development of a tin-free reductive dehalogenation reaction.

Authors:  Jagan M R Narayanam; Joseph W Tucker; Corey R J Stephenson
Journal:  J Am Chem Soc       Date:  2009-07-01       Impact factor: 15.419

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  4 in total

1.  Brønsted acid cocatalysts in photocatalytic radical addition of α-amino C-H bonds across Michael acceptors.

Authors:  Laura Ruiz Espelt; Eric M Wiensch; Tehshik P Yoon
Journal:  J Org Chem       Date:  2013-04-10       Impact factor: 4.354

2.  Investigation of the antioxidant and radical scavenging activities of some phenolic Schiff bases with different free radicals.

Authors:  Zoran Marković; Jelena Đorović; Zorica D Petrović; Vladimir P Petrović; Dušica Simijonović
Journal:  J Mol Model       Date:  2015-10-27       Impact factor: 1.810

Review 3.  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

4.  Direct C-H trifluoromethylation of di- and trisubstituted alkenes by photoredox catalysis.

Authors:  Ren Tomita; Yusuke Yasu; Takashi Koike; Munetaka Akita
Journal:  Beilstein J Org Chem       Date:  2014-05-12       Impact factor: 2.883

  4 in total

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