Literature DB >> 26444249

Synthesis of N-Aryl β-Amino Alcohols by Trifluoroacetic Acid Promoted Multicomponent Coupling of Aziridines, Arynes, and Water.

Tony Roy1, Dnyaneshwar R Baviskar1, Akkattu T Biju1.   

Abstract

A transition-metal-free, three-component coupling involving N-substituted aziridines, arynes, and water promoted by trifluoroacetic acid (TFA) has been reported. The reaction furnished medicinally important N-aryl β-amino alcohol derivatives in moderate to good yields. In addition, the use of azetidines in this reaction afforded N-aryl γ-amino alcohol derivatives.

Entities:  

Year:  2015        PMID: 26444249     DOI: 10.1021/acs.joc.5b01798

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


  4 in total

1.  Reactions of HDDA-Derived Benzynes with Sulfides: Mechanism, Modes, and Three-Component Reactions.

Authors:  Junhua Chen; Vignesh Palani; Thomas R Hoye
Journal:  J Am Chem Soc       Date:  2016-03-28       Impact factor: 15.419

Review 2.  Nucleophilic ring opening reactions of aziridines.

Authors:  Rabia Akhtar; Syed Ali Raza Naqvi; Ameer Fawad Zahoor; Sameera Saleem
Journal:  Mol Divers       Date:  2018-05-04       Impact factor: 2.943

3.  Mechanistic Duality in Tertiary Amine Additions to Thermally Generated Hexadehydro-Diels-Alder Benzynes.

Authors:  Sean P Ross; Beeraiah Baire; Thomas R Hoye
Journal:  Org Lett       Date:  2017-10-05       Impact factor: 6.005

4.  Reactivity of Vinyl Epoxides/Oxetanes/Cyclopropanes toward Arynes: Access to Functionalized Phenanthrenes.

Authors:  Jiupeng Liu; Shuo Tang; Mengyao Zhao; Jianing Huai; Jingya Yu; Jingjing Zhao; Pan Li
Journal:  ACS Omega       Date:  2021-12-15
  4 in total

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