Literature DB >> 27001930

Transition-metal-free cascade reaction of α-halo-N-tosylhydrazones, indoles and arylboronic acids.

Guojiao Wu1, Yifan Deng, Haiqing Luo, Junliang Zhou, Tianjiao Li, Yan Zhang, Jianbo Wang.   

Abstract

α-Halo-N-tosylhydrazones are employed as reagents for the formation of multiple carbon-carbon bonds in the three-component reactions. In this transformation, a strategy has been designed to generate the diazo intermediate by using a nucleophile to react with the azoalkene intermediate generated in situ from the α-halo-N-tosylhydrazone. The diazo intermediate thus generated further undergoes transition-metal-free C-C bond forming reaction with arylboronic acids.

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Year:  2016        PMID: 27001930     DOI: 10.1039/c6cc01750a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  2 in total

1.  Construction of NH-Unprotected Spiropyrrolidines and Spiroisoindolines by [4+1] Cyclizations of γ-Azidoboronic Acids with Cyclic N-Sulfonylhydrazones.

Authors:  Lucía López; María-Paz Cabal; Carlos Valdés
Journal:  Angew Chem Int Ed Engl       Date:  2021-11-25       Impact factor: 16.823

2.  Coupling Reactions of Anhydro-Aldose Tosylhydrazones with Boronic Acids.

Authors:  Tímea Kaszás; Balázs Áron Baráth; Bernadett Balázs; Tekla Blága; László Juhász; László Somsák; Marietta Tóth
Journal:  Molecules       Date:  2022-03-09       Impact factor: 4.411

  2 in total

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