Literature DB >> 24564392

Organoselenium-catalyzed mild dehydration of aldoximes: an unexpected practical method for organonitrile synthesis.

Lei Yu1, Hongyan Li, Xu Zhang, Jianqing Ye, Jianping Liu, Qing Xu, Mark Lautens.   

Abstract

Areneselenenic acids (ArSeOH), readily generated from diaryl diselenides and H2O2 by in situ oxidation, were found to be effective and reusable catalysts for dehydration of aldoximes, leading to a practical and scalable preparation of useful organonitriles under mild conditions.

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Year:  2014        PMID: 24564392     DOI: 10.1021/ol500075h

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


  7 in total

1.  Mechanistic Insight Facilitates Discovery of a Mild and Efficient Copper-Catalyzed Dehydration of Primary Amides to Nitriles Using Hydrosilanes.

Authors:  Richard Y Liu; Minwoo Bae; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2018-01-29       Impact factor: 15.419

2.  Solid-State 77Se NMR of Organoselenium Compounds through Cross Polarization Magic Angle Spinning (CPMAS) Method.

Authors:  Duo Wei; Mengting Han; Lei Yu
Journal:  Sci Rep       Date:  2017-07-25       Impact factor: 4.379

3.  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

4.  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

Review 5.  Electrophilic Selenium Catalysis with Electrophilic N-F Reagents as the Oxidants.

Authors:  Ruizhi Guo; Lihao Liao; Xiaodan Zhao
Journal:  Molecules       Date:  2017-05-19       Impact factor: 4.411

6.  In the Chalcogenoxide Elimination Panorama: Systematic Insight into a Key Reaction.

Authors:  Andrea Madabeni; Simone Zucchelli; Pablo A Nogara; João B T Rocha; Laura Orian
Journal:  J Org Chem       Date:  2022-08-11       Impact factor: 4.198

7.  Ca(OH)2-Catalyzed Condensation of Aldehydes with Methyl ketones in Dilute Aqueous Ethanol: A Comprehensive Access to α,β-Unsaturated Ketones.

Authors:  Lei Yu; Mengting Han; Jie Luan; Lin Xu; Yuanhua Ding; Qing Xu
Journal:  Sci Rep       Date:  2016-07-22       Impact factor: 4.379

  7 in total

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