Bi-directional Alkyne Tandem Isomerization Via Pd(0)/carboxylic Acid Joint Catalysis: Expedient Access to 1,3-dienes

Overview

Journal Chem Commun (Camb)

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2018 Nov 29

PMID 30484446

Citations 5

Authors

Gianpiero Cera

Matteo Lanzi

Franca Bigi

Raimondo Maggi

Max Malacria

Giovanni Maestri

Affiliations

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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.

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