Literature DB >> 21348474

Lewis acid-mediated Michaelis-Arbuzov reaction at room temperature: a facile preparation of arylmethyl/heteroarylmethyl phosphonates.

Ganesan Gobi Rajeshwaran1, Meganathan Nandakumar, Radhakrishnan Sureshbabu, Arasambattu K Mohanakrishnan.   

Abstract

A facile preparation of arylmethyl and heteroarylmethyl phosphonate esters was achieved involving a Lewis acid mediated Michaelis-Arbuzov reaction at room temperature. Interaction of arylmethyl halides/alcohols with triethyl phosphite in the presence of Lewis acid at room temperature afforded phosphonate esters in good yields.

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Year:  2011        PMID： 21348474     DOI： 10.1021/ol1029436

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


  7 in total

1.  Route to α-Aryl Phosphonoacetates: Useful Synthetic Precursors in the Horner-Wadsworth-Emmons Olefination.

Authors:  Kelsey F VanGelder; Melinda Wang; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2015-10-03       Impact factor: 4.354

2.  Straightforward Synthesis of Bifunctional Phosphorus Phenols via Phosphination of In Situ Generated o-Quinone Methides.

Authors:  Zhangpei Chen; Qinglong Shi; Gongshu Wang; Siwen Chen; Jianshe Hu
Journal:  Molecules       Date:  2018-05-23       Impact factor: 4.411

3.  First synthesis of novel 2,4-bis((E)-styryl)quinoline-3-carboxylate derivatives and their antitumor activity.

Authors:  Wentao Gao; Zhiyuan Li; Qiqi Xu; Yang Li
Journal:  RSC Adv       Date:  2018-11-19       Impact factor: 4.036

4.  Synthesis, optical and electrochemical properties of 4,4'-bibenzo[c]thiophene derivatives.

Authors:  Kotaro Obayashi; Keiichi Imato; Satoshi Aoyama; Toshiaki Enoki; Seiji Akiyama; Mio Ishida; Seiji Suga; Koichi Mitsudo; Yousuke Ooyama
Journal:  RSC Adv       Date:  2021-05-25       Impact factor: 3.361

5.  A Sustainable and Efficient Synthesis of Benzyl Phosphonates Using PEG/KI Catalytic System.

Authors:  Shamrao Disale; Sandip Kale; George Abraham; Sandeep Kahandal; Ashish N Sawarkar; Manoj B Gawande
Journal:  Front Chem       Date:  2016-08-16       Impact factor: 5.221

6.  The effect of resveratrol and its methylthio-derivatives on the Nrf2-ARE pathway in mouse epidermis and HaCaT keratinocytes.

Authors:  Violetta Krajka-Kuźniak; Hanna Szaefer; Tomasz Stefański; Stanisław Sobiak; Michał Cichocki; Wanda Baer-Dubowska
Journal:  Cell Mol Biol Lett       Date:  2014-08-29       Impact factor: 5.787

Review 7.  Improvements, Variations and Biomedical Applications of the Michaelis-Arbuzov Reaction.

Authors:  Stavroula Kostoudi; Georgios Pampalakis
Journal:  Int J Mol Sci       Date:  2022-03-21       Impact factor: 5.923
  7 in total

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