Literature DB >> 27166973

Synthesis of Dibenzosultams by "Transition-Metal-Free" Photoinduced Intramolecular Arylation of N-Aryl-2-halobenzenesulfonamides.

Walter D Guerra1, Roberto A Rossi1, Adriana B Pierini1, Silvia M Barolo1.   

Abstract

A new and general synthetic route to prepare dibenzosultams is here reported. This approach involves the synthesis of N-aryl-2-halobenzenesulfonamides (3), followed by intramolecular C-C photoinduced arylation under soft conditions without the use of "Transition Metal". The photostimulated reactions exhibit very good tolerance to different substituent groups with good to excellent isolated yields (42-98%) of products. Moreover, it is shown that LED (λ = 395 nm) is an efficient light energy source to initiate efficiently the reactions. Theoretical inspection of the mechanism was made to probe the involvement of the radical-anion SRN1 process.

Entities:  

Year:  2016        PMID: 27166973     DOI: 10.1021/acs.joc.6b00330

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


  1 in total

1.  Studies on the preparation of aminobipyridines and bipyridine sultams via an intramolecular free radical pathway.

Authors:  Javier Recio; Fabiana Filace; Elena Gala; Adrián Pérez-Redondo; Julio Álvarez-Builla; Carolina Burgos
Journal:  RSC Adv       Date:  2020-03-11       Impact factor: 4.036

  1 in total

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