Literature DB >> 20368750

An effective C-C double bond formation via Cu(I)-catalyzed dehydrogenation.

Thomas A Ramirez1, Baoguo Zhao, Yian Shi.   

Abstract

A dehydrogenation method using Cu(I) and either N,N-di-tert-butylthiadiaziridine 1,1-dioxide or N,N-di-tert-butyldiaziridinone is reported. The dehydrogenation allows a facile introduction of C-C double bond(s) into various carbo- and heterocycles such as oxazolines and thiazolines.

Entities:  

Year:  2010        PMID: 20368750      PMCID: PMC2847290          DOI: 10.1016/j.tetlet.2010.01.114

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  28 in total

1.  A palladium-catalyzed dehydrogenative diamination of terminal olefins.

Authors:  Bin Wang; Haifeng Du; Yian Shi
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

2.  Copper(II) acetate promoted intramolecular diamination of unactivated olefins.

Authors:  Thomas P Zabawa; Dhanalakshmi Kasi; Sherry R Chemler
Journal:  J Am Chem Soc       Date:  2005-08-17       Impact factor: 15.419

3.  Radical transfer hydroamination with aminated cyclohexadienes using polarity reversal catalysis: scope and limitations.

Authors:  Joyram Guin; Christian Mück-Lichtenfeld; Stefan Grimme; Armido Studer
Journal:  J Am Chem Soc       Date:  2007-03-20       Impact factor: 15.419

4.  A facile Pd(0)-catalyzed regio- and stereoselective diamination of conjugated dienes and trienes.

Authors:  Haifeng Du; Baoguo Zhao; Yian Shi
Journal:  J Am Chem Soc       Date:  2007-01-31       Impact factor: 15.419

5.  Metal-catalysed 1,2-diamination reactions.

Authors:  Francesca Cardona; Andrea Goti
Journal:  Nat Chem       Date:  2009-06-22       Impact factor: 24.427

6.  Cu(I)-catalyzed asymmetric diamination of conjugated dienes.

Authors:  Haifeng Du; Baoguo Zhao; Weicheng Yuan; Yian Shi
Journal:  Org Lett       Date:  2008-09-03       Impact factor: 6.005

7.  Chiral N-heterocyclic carbene--Pd(0)-catalyzed asymmetric diamination of conjugated dienes and triene.

Authors:  Liang Xu; Yian Shi
Journal:  J Org Chem       Date:  2007-12-21       Impact factor: 4.354

Review 8.  Vicinal diamino functionalities as privileged structural elements in biologically active compounds and exploitation of their synthetic chemistry.

Authors:  S R S Saibabu Kotti; Cody Timmons; Guigen Li
Journal:  Chem Biol Drug Des       Date:  2006-02       Impact factor: 2.817

9.  Catalytic asymmetric allylic and homoallylic diamination of terminal olefins via formal C-H activation.

Authors:  Haifeng Du; Baoguo Zhao; Yian Shi
Journal:  J Am Chem Soc       Date:  2008-06-13       Impact factor: 15.419

10.  Cu(I)-catalyzed cycloguanidination of olefins.

Authors:  Baoguo Zhao; Haifeng Du; Yian Shi
Journal:  Org Lett       Date:  2008-02-27       Impact factor: 6.005

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  6 in total

1.  Complementary regioselectivity in the Cu(I)-catalyzed diamination of conjugated dienes to form cyclic sulfamides.

Authors:  Richard G Cornwall; Baoguo Zhao; Yian Shi
Journal:  Org Lett       Date:  2010-12-30       Impact factor: 6.005

2.  Cu(I)-catalyzed diamination of conjugated dienes. Complementary regioselectivity from two distinct mechanistic pathways involving Cu(II) and Cu(III) species.

Authors:  Baoguo Zhao; Xingao Peng; Yingguang Zhu; Thomas A Ramirez; Richard G Cornwall; Yian Shi
Journal:  J Am Chem Soc       Date:  2011-12-02       Impact factor: 15.419

3.  Methods for direct alkene diamination, new & old.

Authors:  Sam de Jong; Daniel G Nosal; Duncan J Wardrop
Journal:  Tetrahedron       Date:  2012-03-21       Impact factor: 2.457

4.  Cu(I)-catalyzed sequential diamination and dehydrogenation of terminal olefins: a facile approach to imidazolinones.

Authors:  Yingguang Zhu; Yian Shi
Journal:  Chemistry       Date:  2014-09-11       Impact factor: 5.236

5.  Catalytic asymmetric synthesis of cyclic sulfamides from conjugated dienes.

Authors:  Richard G Cornwall; Baoguo Zhao; Yian Shi
Journal:  Org Lett       Date:  2013-01-30       Impact factor: 6.005

6.  Catalytic diamination of olefins via N-N bond activation.

Authors:  Yingguang Zhu; Richard G Cornwall; Haifeng Du; Baoguo Zhao; Yian Shi
Journal:  Acc Chem Res       Date:  2014-11-17       Impact factor: 22.384

  6 in total

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