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.
Bi-directional alkyne tandem isomerization via Pd(0)/carboxylic acid joint catalysis: expedient access to 1,3-dienes / Cera, Gianpiero; Lanzi, Matteo; Bigi, Franca; Maggi, Raimondo; Malacria, Max; Maestri, Giovanni. - In: CHEMICAL COMMUNICATIONS. - ISSN 1359-7345. - 54:(2018), pp. 14021-14024. [10.1039/c8cc08561g]
Bi-directional alkyne tandem isomerization via Pd(0)/carboxylic acid joint catalysis: expedient access to 1,3-dienes
Cera, Gianpiero;Lanzi, Matteo;Bigi, Franca;Maggi, Raimondo;Maestri, Giovanni
2018-01-01
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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.