Literature DB >> 31605568

Visible Light-Induced, Metal-Free Denitrative [3+2] Cycloaddition for Trisubstituted Pyrrole Synthesis.

Bhupal S Karki1,2, Lalita Devi1,2, Ayushi Pokhriyal1, Ruchir Kant3, Namrata Rastogi1,2.   

Abstract

A metal-free, regioselective synthesis of trisubstituted pyrroles has been developed through a formal [3+2] cycloaddition reaction between 2H-azirines and nitroalkenes under visible light/photoredox-catalyzed conditions. The reaction proceeds through 2H-azaallenyl radical addition on β-nitrostyrenes in a Michael fashion followed by a base-mediated denitration reaction. The directive group influence of the nitro group controls the regiochemistry of the reaction.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  2H-azirines; [3+2] cycloaddition; nitroalkenes; trisubstituted pyrroles; visible light reaction

Year:  2019        PMID: 31605568     DOI: 10.1002/asia.201901068

Source DB:  PubMed          Journal:  Chem Asian J        ISSN: 1861-471X


  1 in total

1.  Vinylcyclopropane [3+2] Cycloaddition with Acetylenic Sulfones Based on Visible Light Photocatalysis.

Authors:  Adriana Luque; Jonathan Groß; Till J B Zähringer; Christoph Kerzig; Till Opatz
Journal:  Chemistry       Date:  2022-03-04       Impact factor: 5.020

  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.