Researchers Prepare Heterocyclic Allenes from 1,6-enyne Carbonates via Palladium Catalysis

The construction of carbon?carbon and carbon?heteroatom bonds via palladium catalysis from propargylic compounds with nucleophiles has developed tremendously over the past few years.

Researchers at the Lanzhou University and Lanzhou Institute of Chemical Physics (LICP), Chinese Academy of Sciences (CAS), have developed Pd-catalyzed divergent cyclizations of 1,6-enyne carbonates.

 

Enyne carbonates were transformed into 3-vinylidene-1-tosylpyridines 2 in the presence of PdI2 as the catalyst. Using Pd(dba)2 as the catalyst, 3-vinylidene-1-tosylpyrrolidines 3 were obtained. Further functionalizations of compounds 3 were carried out in a one-pot manner.

The work has received support from the NSF, National Basic Research Program of China and 111 Project.

The findings have been published in J. Org. Chem.(J. Org. Chem.2012, 77, 2763?2772) .

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