Literature DB >> 17637034

Room-temperature copper-catalyzed alpha-arylation of malonates.

Sau Fan Yip1, Hong Yee Cheung, Zhongyuan Zhou, Fuk Yee Kwong.   

Abstract

An effective method in targeting alpha-aryl malonates is reported. In the presence of a catalytic amount of 2-picolinic acid and CuI, the coupling of aryl iodides with diethyl malonate proceeds smoothly even at room temperature. The high levels of functional group compatibility and exceptionally mild reaction conditions offer this an attractive protocol in accessing a variety of arylated malonates.

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Year:  2007        PMID: 17637034     DOI: 10.1021/ol701473p

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


  9 in total

1.  Copper(I) enolate complexes in α-arylation reactions: synthesis, reactivity, and mechanism.

Authors:  Zheng Huang; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2011-12-08       Impact factor: 15.336

2.  Synthesis of α-Arylphosphonates Using Copper-Catalyzed α-Arylation and Deacylative α-Arylation of β-Ketophosphonates.

Authors:  Laxmidhar Rout; Sridhar Regati; Cong-Gui Zhao
Journal:  Adv Synth Catal       Date:  2011-12-06       Impact factor: 5.837

3.  Synthesis of 1,2,4-triazines and the triazinoisoquinolinedione DEF ring system of noelaquinone.

Authors:  Liming Cao; John P Maciejewski; Stephan Elzner; David Amantini; Peter Wipf
Journal:  Org Biomol Chem       Date:  2012-04-04       Impact factor: 3.876

4.  Synthesis of Imidazo[1,2-f]phenanthridines by Recyclable Magnetic MOF-Catalyzed Coupling and Cyclization of 2-(2-Bromoaryl)imidazoles with Cyclohexane-1,3-diones Followed by Aromatization.

Authors:  Seong Weon Lee; Pham Duy Quang Dao; Ho-Jin Lim; Chan Sik Cho
Journal:  ACS Omega       Date:  2022-05-24

5.  C-Arylation reactions catalyzed by CuO-nanoparticles under ligand free conditions.

Authors:  Mazaahir Kidwai; Saurav Bhardwaj; Roona Poddar
Journal:  Beilstein J Org Chem       Date:  2010-04-15       Impact factor: 2.883

6.  Pyrrole-2-carboxylic acid as a ligand for the Cu-catalyzed reactions of primary anilines with aryl halides.

Authors:  Ryan A Altman; Kevin W Anderson; Stephen L Buchwald
Journal:  J Org Chem       Date:  2008-06-11       Impact factor: 4.354

7.  A simple copper-catalyzed two-step one-pot synthesis of indolo[1,2-a]quinazoline.

Authors:  Chunpu Li; Lei Zhang; Shuangjie Shu; Hong Liu
Journal:  Beilstein J Org Chem       Date:  2014-10-21       Impact factor: 2.883

8.  A Cu-Catalysed Radical Cross-Dehydrogenative Coupling Approach to Acridanes and Related Heterocycles.

Authors:  Timothy E Hurst; Richard J K Taylor
Journal:  European J Org Chem       Date:  2017-01-06

9.  Palladium-Catalyzed α-Arylation of Cyclic β-Dicarbonyl Compounds for the Synthesis of CaV1.3 Inhibitors.

Authors:  Jisu Yun; Dayeon Jeong; Zhong Xie; Sol Lee; Jiho Kim; D James Surmeier; Richard B Silverman; Soosung Kang
Journal:  ACS Omega       Date:  2022-04-12
  9 in total

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