Journal of Organic Chemistry p. 10535 - 10545 (2019)
Update date:2022-08-30
Topics:
Hédouin, Jonathan
Carpentier, Vincent
Renard, Romain M. Q.
Schneider, Cédric
Gillaizeau, Isabelle
Hoarau, Christophe
A regioselective Pd-catalyzed domino carbopalladation/decarboxylative allylic alkynylation of ortho-iodoallenamides with alkynyl carboxylic acids was studied. This domino process, based on the consecutive formation of C(sp2)-C(sp2) and C(sp3)-C(sp) bonds, was originally achieved for the design of a novel library of prop-2-ynyl isoquinolinones and then extended to indoles. Finally, a general three-step one-pot strategy involving in situ generation of allenamide, π-allyl-Pd complex formation, and decarboxylative allylic alkynylation was subsequently set up.
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Doi:10.1039/c39900001176
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