Literature DB >> 20711414

Amide-Directed Arylation of sp C-H Bonds using Pd(II) and Pd(0) Catalysts.

Masayuki Wasa1, Jin-Quan Yu.   

Abstract

Protocols to effect β-arylation of sp(3) C-H bonds via Pd(II)/(IV) and <span class="Chemical">Pd(0)/(II) catalytic cycles have been achieved using a newly developed monodentate CONHC(6)F(5) directing group. These reactions provide an unprecedented means to functionalize sp(3) C-H bonds in aliphatic carboxylic acid-derived substrates.

Entities:  

Year:  2010        PMID： 20711414      PMCID： PMC2920498          DOI： 10.1016/j.tet.2010.03.111

Source DB:  PubMed          Journal:  Tetrahedron        ISSN： 0040-4020            Impact factor:   2.457


  50 in total

1.  Aryl-aryl bond formation one century after the discovery of the Ullmann reaction.

Authors:  Jwanro Hassan; Marc Sévignon; Christel Gozzi; Emmanuelle Schulz; Marc Lemaire
Journal:  Chem Rev       Date:  2002-05       Impact factor: 60.622

2.  Structural and mechanistic investigations of the oxidation of dimethylplatinum(II) complexes by dioxygen.

Authors:  Vsevolod V Rostovtsev; Lawrence M Henling; Jay A Labinger; John E Bercaw
Journal:  Inorg Chem       Date:  2002-07-15       Impact factor: 5.165

3.  Anilide ortho-arylation by using C-H activation methodology.

Authors:  Olafs Daugulis; Vladimir G Zaitsev
Journal:  Angew Chem Int Ed Engl       Date:  2005-06-27       Impact factor: 15.336

Review 4.  Sigma-chelation-directed C-H functionalizations using Pd(II) and Cu(II) catalysts: regioselectivity, stereoselectivity and catalytic turnover.

Authors:  Jin-Quan Yu; Ramesh Giri; Xiao Chen
Journal:  Org Biomol Chem       Date:  2006-11-21       Impact factor: 3.876

5.  Highly regioselective catalytic oxidative coupling reactions: synthetic and mechanistic investigations.

Authors:  Kami L Hull; Erica L Lanni; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2006-11-01       Impact factor: 15.419

6.  Intermolecular amidation of unactivated sp2 and sp2 C-H bonds via palladium-catalyzed cascade C-H activation/nitrene insertion.

Authors:  Hung-Yat Thu; Wing-Yiu Yu; Chi-Ming Che
Journal:  J Am Chem Soc       Date:  2006-07-19       Impact factor: 15.419

7.  Oxidative C-H activation/C-C bond forming reactions: synthetic scope and mechanistic insights.

Authors:  Dipannita Kalyani; Nicholas R Deprez; Lopa V Desai; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2005-05-25       Impact factor: 15.419

8.  High-yielding palladium-catalyzed intramolecular alkane arylation: reaction development and mechanistic studies.

Authors:  Marc Lafrance; Serge I Gorelsky; Keith Fagnou
Journal:  J Am Chem Soc       Date:  2007-11-07       Impact factor: 15.419

9.  Palladium-catalyzed anilide ortho-arylation and subsequent one-pot cyclization to phenanthridines.

Authors:  Dmitry Shabashov; Olafs Daugulis
Journal:  J Org Chem       Date:  2007-09-07       Impact factor: 4.354

10.  Two methods for direct ortho-arylation of benzoic acids.

Authors:  Hendrich A Chiong; Quynh-Nhu Pham; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2007-07-25       Impact factor: 15.419
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  10 in total

1.  Palladium-Catalyzed Transformations of Alkyl C-H Bonds.

Authors:  Jian He; Masayuki Wasa; Kelvin S L Chan; Qian Shao; Jin-Quan Yu
Journal:  Chem Rev       Date:  2016-12-02       Impact factor: 60.622

2.  Pd(II)-catalyzed enantioselective C-H activation of cyclopropanes.

Authors:  Masayuki Wasa; Keary M Engle; David W Lin; Eun Jeong Yoo; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2011-11-21       Impact factor: 15.419

3.  Pd(II)-catalyzed C-H iodination using molecular I2 as the sole oxidant.

Authors:  Xiao-Chen Wang; Yi Hu; Samuel Bonacorsi; Yang Hong; Richard Burrell; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2013-07-09       Impact factor: 15.419

Review 4.  Bystanding F+ oxidants enable selective reductive elimination from high-valent metal centers in catalysis.

Authors:  Keary M Engle; Tian-Sheng Mei; Xisheng Wang; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2011-01-24       Impact factor: 15.336

5.  Cross-coupling of C(sp)-H Bonds with Organometallic Reagents via Pd(II)/Pd(0) Catalysis**

Authors:  Masayuki Wasa; Keary M Engle; Jin-Quan Yu
Journal:  Isr J Chem       Date:  2010-12       Impact factor: 3.333

6.  Nonnatural amino acid synthesis by using carbon-hydrogen bond functionalization methodology.

Authors:  Ly Dieu Tran; Olafs Daugulis
Journal:  Angew Chem Int Ed Engl       Date:  2012-04-12       Impact factor: 15.336

Review 7.  Transition-Metal-Catalyzed, Coordination-Assisted Functionalization of Nonactivated C(sp3)-H Bonds.

Authors:  Bin Liu; Andrew M Romine; Camille Z Rubel; Keary M Engle; Bing-Feng Shi
Journal:  Chem Rev       Date:  2021-10-29       Impact factor: 60.622

8.  Ligand-enabled methylene C(sp3)-H bond activation with a Pd(II) catalyst.

Authors:  Masayuki Wasa; Kelvin S L Chan; Xing-Guo Zhang; Jian He; Masanori Miura; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2012-11-05       Impact factor: 15.419

9.  Pd(II)-Catalyzed Cross-Coupling of C(sp2 )-H Bonds and Alkyl-, Aryl- and Vinyl-Boron Reagents via Pd(II)/Pd(0) Catalysis.

Authors:  Masayuki Wasa; Kelvin S L Chan; Jin-Quan Yu
Journal:  Chem Lett       Date:  2011       Impact factor: 1.389

10.  Chemoselective formal β-functionalization of substituted aliphatic amides enabled by a facile stereoselective oxidation event.

Authors:  Adriano Bauer; Nuno Maulide
Journal:  Chem Sci       Date:  2019-09-10       Impact factor: 9.825
  10 in total

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