Literature DB >> 12182679

Beckmann rearrangement of oximes under very mild conditions.

Lidia De Luca1, Giampaolo Giacomelli, Andrea Porcheddu.   

Abstract

A variety of ketoximes, easily prepared from the corresponding ketones, undergo the Beckmann rearrangement upon treatment with 2,4,6-trichloro[1,3,5]triazine in N,N-dimethylformamide at room temperature in excellent yields. This procedure can be applied to aldoximes for obtaining the corresponding nitriles.

Entities:  

Year:  2002        PMID: 12182679     DOI: 10.1021/jo025960d

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


  15 in total

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Journal:  Mol Divers       Date:  2009-08-07       Impact factor: 2.943

2.  Photocatalyzed Triplet Sensitization of Oximes Using Visible Light Provides a Route to Nonclassical Beckmann Rearrangement Products.

Authors:  Xiao Zhang; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2021-12-14       Impact factor: 15.419

3.  Synthesis of 2,4,6-tri-substituted-1,3,5-triazines.

Authors:  Carlos A M Afonso; Nuno M T Lourenço; Andreia de A Rosatella
Journal:  Molecules       Date:  2006-01-31       Impact factor: 4.411

4.  Simple Synthesis of Amides and Weinreb Amides via Use of PPh3 or Polymer-Supported PPh3 and Iodine.

Authors:  Amit Kumar; Hari Kiran Akula; Mahesh K Lakshman
Journal:  European J Org Chem       Date:  2010-05

5.  Seven-Membered Lactam Derivatives of Podophyllotoxins as New Pesticidal Agents.

Authors:  Xiaoyan Zhi; Yuanyuan Zhang; Jiulin Huang; Hui Xu
Journal:  Sci Rep       Date:  2017-06-20       Impact factor: 4.379

6.  Improved Schmidt Conversion of Aldehydes to Nitriles Using Azidotrimethylsilane in 1,1,1,3,3,3-Hexafluoro-2-propanol.

Authors:  Hashim F Motiwala; Qin Yin; Jeffrey Aubé
Journal:  Molecules       Date:  2015-12-29       Impact factor: 4.411

7.  Catalytic Promiscuity of Galactose Oxidase: A Mild Synthesis of Nitriles from Alcohols, Air, and Ammonia.

Authors:  Jan Vilím; Tanja Knaus; Francesco G Mutti
Journal:  Angew Chem Int Ed Engl       Date:  2018-10-08       Impact factor: 15.336

8.  SnCl2/TiCl3-mediated deoximation of oximes in an aqueous solvent.

Authors:  Mei-Huey Lin; Han-Jun Liu; Cheng-Yu Chang; Wei-Cheng Lin; Tsung-Hsun Chuang
Journal:  Molecules       Date:  2012-03-01       Impact factor: 4.411

9.  One-pot synthesis of 2-substituted 4H-3,1-benzoxazin-4-one derivatives under mild conditions using iminium cation from cyanuric chloride/dimethylformamide as a cyclizing agent.

Authors:  Mehdi Shariat; Mohd Wahid Samsudin; Zuriati Zakaria
Journal:  Chem Cent J       Date:  2013-03-27       Impact factor: 4.215

10.  Mild and efficient cyanuric chloride catalyzed Pictet-Spengler reaction.

Authors:  Ashish Sharma; Mrityunjay Singh; Nitya Nand Rai; Devesh Sawant
Journal:  Beilstein J Org Chem       Date:  2013-06-26       Impact factor: 2.883

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