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Rhodium(III)-Catalyzed Intramolecular Annulations of Acrylic and Benzoic Acids to Alkynes.

ABSTRACT: Rh(III) catalysts can promote a formal (4 + 2) intramolecular oxidative annulation between acrylic or benzoic acid derivatives and alkynes. The reaction, which involves a C-H activation process, allows for a rapid assembly of appealing bicyclic pyran-2-ones and tricyclic isocoumarin derivatives in moderate to good yields. The ?-pyrone moiety of the products provides for further manipulations to obtain relatively complex cyclic skeletons in a very simple manner.

SUBMITTER: F Fernandez D

PROVIDER: S-EPMC6492232 | biostudies-literature | 2019 Apr

REPOSITORIES: biostudies-literature

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Rhodium(III)-Catalyzed Intramolecular Annulations of Acrylic and Benzoic Acids to Alkynes.

F Fernández David D Casanova Noelia N Mascareñas José Luis JL Gulías Moisés M

ACS omega 20190404 4

Rh(III) catalysts can promote a formal (4 + 2) intramolecular oxidative annulation between acrylic or benzoic acid derivatives and alkynes. The reaction, which involves a C-H activation process, allows for a rapid assembly of appealing bicyclic pyran-2-ones and tricyclic isocoumarin derivatives in moderate to good yields. The α-pyrone moiety of the products provides for further manipulations to obtain relatively complex cyclic skeletons in a very simple manner. ...[more]

PMID: 31058249

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