Literature DB >> 30484446

Bi-directional alkyne tandem isomerization via Pd(0)/carboxylic acid joint catalysis: expedient access to 1,3-dienes.

Gianpiero Cera1, Matteo Lanzi, Franca Bigi, Raimondo Maggi, Max Malacria, Giovanni Maestri.   

Abstract

An in situ formed palladium hydride catalyst enables the sequential dual isomerization of propargylamide derivatives to 1-amido-1,3-dienes with high chemo- and regioselectivity. The reaction shows ample functional group tolerance, delivering a valuable class of products, including highly deuterated ones, from readily available reagents. The reaction occurs through a complex mechanism studied by DFT modelling.

Entities:  

Year:  2018        PMID： 30484446     DOI： 10.1039/c8cc08561g

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


  3 in total

Review 1.  Modern Synthetic Methods for the Stereoselective Construction of 1,3-Dienes.

Authors:  Raquel G Soengas; Humberto Rodríguez-Solla
Journal:  Molecules       Date:  2021-01-06       Impact factor: 4.411

2.  Mechanistic Versatility at Ir(PSiP) Pincer Catalysts: Triflate Proton Shuttling from 2-Butyne to Diene and [3]Dendralene Motifs.

Authors:  José L Andrés; Elizabeth Suárez; Marta Martín; Eduardo Sola
Journal:  Organometallics       Date:  2022-09-13       Impact factor: 3.837

3.  Palladium(0)/benzoic acid catalysis merges sequences with D2O-promoted labelling of C-H bonds.

Authors:  Gianpiero Cera; Nicola Della Ca'; Giovanni Maestri
Journal:  Chem Sci       Date:  2019-09-25       Impact factor: 9.825
  3 in total

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