Literature DB >> 18808130

Palladium-catalyzed benzylic arylation of N-benzylxanthone imine.

Takashi Niwa1, Hideki Yorimitsu, Koichiro Oshima.   

Abstract

The direct benzylic arylation of N-benzylxanthone imine with aryl chloride proceeds under palladium catalysis, yielding the corresponding coupling product. The product is readily transformed to benzhydrylamine. Taking into consideration that the imine is readily available from benzylic amine, the overall transformation represents a formal cross-coupling reaction of aryl halide with alpha-aminobenzyl metal.

Entities:  

Year:  2008        PMID： 18808130     DOI： 10.1021/ol802070d

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


  18 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.  Umpolung Synthesis of Diarylmethylamines via Palladium-Catalyzed Arylation of N-Benzyl Aldimines.

Authors:  Minyan Li; Baris Yucel; Jacqueline Jiménez; Madeline Rotella; Yue Fu; Patrick J Walsh
Journal:  Adv Synth Catal       Date:  2016-05-12       Impact factor: 5.837

3.  Control of chemoselectivity in asymmetric tandem reactions: Direct synthesis of chiral amines bearing nonadjacent stereocenters.

Authors:  Zhe Li; Bin Hu; Yongwei Wu; Chao Fei; Li Deng
Journal:  Proc Natl Acad Sci U S A       Date:  2018-02-05       Impact factor: 11.205

4.  Catalytic Asymmetric Synthesis of Trifluoromethylated γ-Amino Acids through the Umpolung Addition of Trifluoromethyl Imines to Carboxylic Acid Derivatives.

Authors:  Bin Hu; Li Deng
Journal:  Angew Chem Int Ed Engl       Date:  2018-01-18       Impact factor: 15.336

5.  Palladium-catalyzed C(sp(3))-H Arylation of N-Boc benzylalkylamines via a deprotonative cross-coupling process.

Authors:  Nusrah Hussain; Byeong-Seon Kim; Patrick J Walsh
Journal:  Chemistry       Date:  2015-06-30       Impact factor: 5.236

6.  Tandem C(sp3)-H Arylation/Oxidation and Arylation/Allylic Substitution of Isoindolinones.

Authors:  Jacqueline Jiménez; Byeong-Seon Kim; Patrick J Walsh
Journal:  Adv Synth Catal       Date:  2016-08-02       Impact factor: 5.837

7.  Transition-metal-free chemo- and regioselective vinylation of azaallyls.

Authors:  Minyan Li; Osvaldo Gutierrez; Simon Berritt; Ana Pascual-Escudero; Ahmet Yeşilçimen; Xiaodong Yang; Javier Adrio; Georgia Huang; Eiko Nakamaru-Ogiso; Marisa C Kozlowski; Patrick J Walsh
Journal:  Nat Chem       Date:  2017-04-17       Impact factor: 24.427

8.  Direct Catalytic Asymmetric Synthesis of Trifluoromethylated γ-Amino Esters/Lactones via Umpolung Strategy.

Authors:  Bin Hu; Li Deng
Journal:  J Org Chem       Date:  2019-01-08       Impact factor: 4.354

9.  Palladium-Catalyzed Benzylic C-H Arylation of Azaarylmethylamines.

Authors:  Byeong-Seon Kim; Jacqueline Jiménez; Feng Gao; Patrick J Walsh
Journal:  Org Lett       Date:  2015-11-17       Impact factor: 6.005

10.  Palladium-Catalyzed C-H Arylation of α,β-Unsaturated Imines: Catalyst-Controlled Synthesis of Enamine and Allylic Amine Derivatives.

Authors:  Minyan Li; María González-Esguevillas; Simon Berritt; Xiaodong Yang; Ana Bellomo; Patrick J Walsh
Journal:  Angew Chem Int Ed Engl       Date:  2016-02-05       Impact factor: 15.336
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