Literature DB >> 16288539

A new general method for the preparation of N-sulfonyloxaziridines.

José Luis García Ruano1, José Alemán, Cristina Fajardo, Alejandro Parra.   

Abstract

[reaction: see text] A simple procedure to obtain N-alkylsulfonyl- and N-arylsulfonyloxaziridines from the corresponding N-sulfinylimines involving a one-pot, two-step oxidation process with m-CPBA (1 equiv) and m-CPBA/KOH (1.1 equiv) is reported. The method is applicable to N-sulfinylimines derived from aldehydes (aliphatic and aromatic) and ketones (dialkyl and aryl alkyl) and preserves C=C-conjugated double bonds. Almost quantitative yields, very mild conditions (usually less than 5 min at room temperature), and easy purification by filtration are the main features of this new procedure, which can be performed at a gram scale.

Entities:  

Year:  2005        PMID: 16288539     DOI: 10.1021/ol052250w

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


  4 in total

1.  N-Nosyl Oxaziridines as Terminal Oxidants in Copper(II)-Catalyzed Olefin Oxyaminations.

Authors:  Sandra M Deporter; Ashley C Jacobsen; Katherine M Partridge; Kevin S Williamson; Tehshik P Yoon
Journal:  Tetrahedron Lett       Date:  2010-10-06       Impact factor: 2.415

2.  Chemical and biological studies of nakiterpiosin and nakiterpiosinone.

Authors:  Shuanhu Gao; Qiaoling Wang; Lily Jun-Shen Huang; Lawrence Lum; Chuo Chen
Journal:  J Am Chem Soc       Date:  2010-01-13       Impact factor: 15.419

3.  Advances in the chemistry of oxaziridines.

Authors:  Kevin S Williamson; David J Michaelis; Tehshik P Yoon
Journal:  Chem Rev       Date:  2014-04-22       Impact factor: 60.622

4.  Synthesis of a Series of Novel 3,9-Disubstituted Phenanthrenes as Analogues of Known NMDA Receptor Allosteric Modulators.

Authors:  Mark W Irvine; Guangyu Fang; Daniel T Monaghan; David E Jane; Richard Eaves; Maria B Mayo-Martin; Erica S Burnell; Blaise M Costa; Georgia R Culley; Arturas Volianskis; Graham L Collingridge
Journal:  Synthesis (Stuttg)       Date:  2015-06-01       Impact factor: 3.157

  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.