Literature DB >> 19719255

Selective synthesis of o-acylbenzylphosphonates by insertion reactions of arynes into beta-ketophosphonates.

Yi-Lin Liu1, Yun Liang, Shao-Feng Pi, Jin-Heng Li.   

Abstract

A mild method for selective synthesis of o-acylbenzylphosphonates has been developed by the reactions of arynes with beta-ketophosphonates. In the presence of CsF and THF, the carbon-carbon sigma-bonds of 2-oxopropylphosphonates were selectively cleaved and added to arynes providing the corresponding 2-acylbenzylphosphonates in moderate to good yields.

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Year:  2009        PMID: 19719255     DOI: 10.1021/jo900847u

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  7 in total

1.  Insertion of arynes into N-halo bonds: a direct approach to o-haloaminoarenes.

Authors:  Charles E Hendrick; Stacey L McDonald; Qiu Wang
Journal:  Org Lett       Date:  2013-06-24       Impact factor: 6.005

2.  Formation of acridones by ethylene extrusion in the reaction of arynes with β-lactams and dihydroquinolinones.

Authors:  Yuesi Fang; Donald C Rogness; Richard C Larock; Feng Shi
Journal:  J Org Chem       Date:  2012-07-10       Impact factor: 4.354

3.  Three-component coupling reactions of arynes for the synthesis of benzofurans and coumarins.

Authors:  Eito Yoshioka; Shigeru Kohtani; Hideto Miyabe
Journal:  Molecules       Date:  2014-01-13       Impact factor: 4.411

4.  α-Arylation of Carbonyl Compounds through Oxidative C-C Bond Activation.

Authors:  Jing Li; Adriano Bauer; Giovanni Di Mauro; Nuno Maulide
Journal:  Angew Chem Int Ed Engl       Date:  2019-06-06       Impact factor: 16.823

Review 5.  Recent trends in the direct oxyphosphorylation of C-C multiple bonds.

Authors:  Alireza Bakhtiary; Mohammad Reza Poor Heravi; Akbar Hassanpour; Issa Amini; Esmail Vessally
Journal:  RSC Adv       Date:  2020-12-23       Impact factor: 3.361

6.  An efficient synthesis of 4-phenoxy-quinazoline, 2-phenoxy-quinoxaline, and 2-phenoxy-pyridine derivatives using aryne chemistry.

Authors:  Mahesh K Zilla; Sheena Mahajan; Rajni Khajuria; Vivek K Gupta; Kamal K Kapoor; Asif Ali
Journal:  RSC Adv       Date:  2021-01-15       Impact factor: 3.361

Review 7.  Phosphinate-containing heterocycles: A mini-review.

Authors:  Olivier Berger; Jean-Luc Montchamp
Journal:  Beilstein J Org Chem       Date:  2014-03-27       Impact factor: 2.883

  7 in total

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