Literature DB >> 16754869

Cu-catalyzed cross-dehydrogenative coupling: a versatile strategy for C-C bond formations via the oxidative activation of sp(3) C-H bonds.

Zhiping Li1, D Scott Bohle, Chao-Jun Li.   

Abstract

Cu-catalyzed cross-dehydrogenative coupling (CDC) methodologies were developed based on the oxidative activation of sp(3) C-H bonds adjacent to a nitrogen atom. Various sp, sp(2), and sp(3) C-H bonds of pronucleophiles were used in the Cu-catalyzed CDC reactions. Based on these results, the mechanisms of the CDC reactions also are discussed.

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Year:  2006        PMID： 16754869      PMCID： PMC1482542          DOI： 10.1073/pnas.0601687103

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN： 0027-8424            Impact factor:   11.205


  46 in total

1.  Catalytic C-H Activation of sp(3) C-H Bonds in alpha-Position to a Nitrogen Atom-Two New Approaches I thank Professor E. Winterfeldt for his generous support of my research.

Authors:  Sven Doye
Journal:  Angew Chem Int Ed Engl       Date:  2001-09-17       Impact factor: 15.336

2.  Ru-, Rh-, and Pd-catalyzed C-C bond formation involving C-H activation and addition on unsaturated substrates: reactions and mechanistic aspects.

Authors:  Vincent Ritleng; Claude Sirlin; Michel Pfeffer
Journal:  Chem Rev       Date:  2002-05       Impact factor: 60.622

3.  New catalytic approaches in the stereoselective Friedel-Crafts alkylation reaction.

Authors:  Marco Bandini; Alfonso Melloni; Achille Umani-Ronchi
Journal:  Angew Chem Int Ed Engl       Date:  2004-02-01       Impact factor: 15.336

4.  Enantioselective synthesis of propargylamines by copper-catalyzed addition of alkynes to enamines.

Authors:  Christopher Koradin; Kurt Polborn; Paul Knochel
Journal:  Angew Chem Int Ed Engl       Date:  2002-07-15       Impact factor: 15.336

5.  Unprecedented reactivity in the Morita-Baylis-Hillman reaction; intramolecular alpha-alkylation of enones using saturated alkyl halides.

Authors:  Marie E Krafft; Kimberly A Seibert; Thomas F N Haxell; Chitaru Hirosawa
Journal:  Chem Commun (Camb)       Date:  2005-11-04       Impact factor: 6.222

6.  Ru(3)(CO)(12)-catalyzed coupling reaction of sp(3) C-H bonds adjacent to a nitrogen atom in alkylamines with alkenes.

Authors:  N Chatani; T Asaumi; S Yorimitsu; T Ikeda; F Kakiuchi; S Murai
Journal:  J Am Chem Soc       Date:  2001-11-07       Impact factor: 15.419

7.  CuBr-catalyzed direct indolation of tetrahydroisoquinolines via cross-dehydrogenative coupling between sp3 C-H and sp2 C-H bonds.

Authors:  Zhiping Li; Chao-Jun Li
Journal:  J Am Chem Soc       Date:  2005-05-18       Impact factor: 15.419

8.  Three-component coupling based on the "cation pool" method.

Authors:  Seiji Suga; Tomoaki Nishida; Daisuke Yamada; Aiichiro Nagaki; Jun-Ichi Yoshida
Journal:  J Am Chem Soc       Date:  2004-11-10       Impact factor: 15.419

9.  Reduction of a "cation pool": a new approach to radical mediated C--C bond formation.

Authors:  Seiji Suga; Shinkiti Suzuki; Jun-ichi Yoshida
Journal:  J Am Chem Soc       Date:  2002-01-09       Impact factor: 15.419

10.  A highly efficient three-component coupling of aldehyde, alkyne, and amines via C-H activation catalyzed by gold in water.

Authors:  Chunmei Wei; Chao-Jun Li
Journal:  J Am Chem Soc       Date:  2003-08-13       Impact factor: 15.419
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  32 in total

1.  Synthesis of diarylmethylamines via palladium-catalyzed regioselective arylation of 1,1,3-triaryl-2-azaallyl anions.

Authors:  Minyan Li; Baris Yücel; Javier Adrio; Ana Bellomo; Patrick J Walsh
Journal:  Chem Sci       Date:  2014-06-01       Impact factor: 9.825

2.  Direct, catalytic hydroaminoalkylation of unactivated olefins with N-alkyl arylamines.

Authors:  Seth B Herzon; John F Hartwig
Journal:  J Am Chem Soc       Date:  2007-05-03       Impact factor: 15.419

Review 3.  Aerobic copper-catalyzed organic reactions.

Authors:  Scott E Allen; Ryan R Walvoord; Rosaura Padilla-Salinas; Marisa C Kozlowski
Journal:  Chem Rev       Date:  2013-06-20       Impact factor: 60.622

4.  Green chemistry for chemical synthesis.

Authors:  Chao-Jun Li; Barry M Trost
Journal:  Proc Natl Acad Sci U S A       Date:  2008-09-03       Impact factor: 11.205

5.  Efficient domino approaches to multifunctionalized fused pyrroles and dibenzo[b,e][1,4]diazepin-1-ones.

Authors:  Bo Jiang; Qiu-Yun Li; Hao Zhang; Shu-Jiang Tu; Suresh Pindi; Guigen Li
Journal:  Org Lett       Date:  2012-01-19       Impact factor: 6.005

6.  Redox-neutral α-arylation of amines.

Authors:  Weijie Chen; Richard G Wilde; Daniel Seidel
Journal:  Org Lett       Date:  2013-12-13       Impact factor: 6.005

7.  Probing the catalytic activity of porous graphene oxide and the origin of this behaviour.

Authors:  Chenliang Su; Muge Acik; Kazuyuki Takai; Jiong Lu; Si-jia Hao; Yi Zheng; Pingping Wu; Qiaoliang Bao; Toshiaki Enoki; Yves J Chabal; Kian Ping Loh
Journal:  Nat Commun       Date:  2012       Impact factor: 14.919

8.  Thermochemistry and molecular structure of a remarkable agostic interaction in a heterobifunctional ruthenium-boron complex.

Authors:  Brian L Conley; Travis J Williams
Journal:  J Am Chem Soc       Date:  2010-02-17       Impact factor: 15.419

9.  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

10.  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
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