Cu-catalyzed Mild C(sp2)-H Functionalization Assisted by Carboxylic Acids En Route to Hydroxylated Arenes

Cu-catalyzed Mild C(sp2)-H Functionalization Assisted by Carboxylic Acids En Route to Hydroxylated Arenes

Gallardo-Donaire, Joan; Martin, Ruben

Abstract:

C-H functionalization protocols have emerged as a powerful tool for the synthesis of complex molecules under the premises of atom, redox and step economy. Nevertheless, examples involving CH functionalization/C-O bond formation are scarce in the literature, especially when using weakly coordinating directing groups (DG). In 2011 we described the Pd-catalyzed direct functionalization of C(sp3)-H bonds using carboxylic acids as DG towards the synthesis of 5-membered benzolactones. This work describes a new Cucatalyzed C(sp2)-H acetoxylation en route to valuable hydroxilated arenes.

C-H functionalization protocols have emerged as a powerful tool for the synthesis of complex molecules under the premises of atom, redox and step economy. Nevertheless, examples involving CH functionalization/C-O bond formation are scarce in the literature, especially when using weakly coordinating directing groups (DG). In 2011 we described the Pd-catalyzed direct functionalization of C(sp3)-H bonds using carboxylic acids as DG towards the synthesis of 5-membered benzolactones. This work describes a new Cucatalyzed C(sp2)-H acetoxylation en route to valuable hydroxilated arenes.

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DOI: 10.5151/chempro-15bmos-BMOS2013_2013618124023

Referências bibliográficas

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• [9] 10.1021/ja4047894. While this manuscript was under revision a related Pdcatalyzed
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• [11] Y.-M.; Wang, X.-S. Org. Lett. 2013, doi: 10.1021/ol400877q.

Como citar:

Gallardo-Donaire, Joan; Martin, Ruben; "Cu-catalyzed Mild C(sp2)-H Functionalization Assisted by Carboxylic Acids En Route to Hydroxylated Arenes", p-144-144. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_2013618124023