Literature DB >> 23772945

Stereoselective nitration of olefins with (t)BuONO and TEMPO: direct access to nitroolefins under metal-free conditions.

Soham Maity1, Togati Naveen, Upendra Sharma, Debabrata Maiti.   

Abstract

Nitroolefins are essential elements for both synthetic chemistry and medicinal research. Despite significant improvements in nitration of olefin an efficient metal-free synthesis remains elusive so far. Herein, we disclose a new set of reagents to access nitroolefins in a single step under metal-free conditions. A wide range of olefins with diverse functionalities has been nitrated in synthetically useful yields. This transformation is operationally simple and exhibits excellent E-selectivity. Furthermore, site selective nitration in a complex setup makes this method advantageous.

Entities:  

Mesh:

Substances:

Year:  2013        PMID: 23772945     DOI: 10.1021/ol401426p

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


  5 in total

1.  Copper-catalyzed one-pot domino reactions via C-H bond activation: synthesis of 3-aroylquinolines from 2-aminobenzylalcohols and propiophenones under metal-organic framework catalysis.

Authors:  Ha V Dang; Hoang T B Le; Loan T B Tran; Hiep Q Ha; Ha V Le; Nam T S Phan
Journal:  RSC Adv       Date:  2018-09-07       Impact factor: 3.361

2.  Metal-free, room temperature, acid-K2S2O8 mediated method for the nitration of olefins: an easy approach for the synthesis of nitroolefins.

Authors:  Srinivas Ambala; Rohit Singh; Maninder Singh; Pankaj Singh Cham; Ria Gupta; Gurunadham Munagala; Kushalava Reddy Yempalla; Ram A Vishwakarma; Parvinder Pal Singh
Journal:  RSC Adv       Date:  2019-09-25       Impact factor: 4.036

3.  Catalyst- and Additive-Free C(sp3)-H Functionalization of (Thio)barbituric Acids via C-5 Dehydrogenative Aza-Coupling Under Ambient Conditions.

Authors:  Goutam Brahmachari; Anindita Bhowmick; Indrajit Karmakar
Journal:  ACS Omega       Date:  2022-08-17

4.  Aerobic radical multifunctionalization of alkenes using tert-butyl nitrite and water.

Authors:  Daisuke Hirose; Tsuyoshi Taniguchi
Journal:  Beilstein J Org Chem       Date:  2013-08-20       Impact factor: 2.883

5.  Enantiocomplementary Michael Additions of Acetaldehyde to Aliphatic Nitroalkenes Catalyzed by Proline-Based Carboligases.

Authors:  Andreas Kunzendorf; Mohammad Saifuddin; Gerrit J Poelarends
Journal:  Chembiochem       Date:  2022-02-02       Impact factor: 3.461

  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.