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Synthesis 2018; 50(21): 4336-4342
DOI: 10.1055/s-0037-1610538
DOI: 10.1055/s-0037-1610538
paper
Facile Synthesis of Halogen Decorated para-/meta-Hydroxybenzoates by Iridium-Catalyzed Borylation and Oxidation
We thank Lahore University of Management Sciences for providing generous financial support for this research through start-up grant and faculty initiative fund to G.A.C. We also thank Higher Education Commission (HEC) of Pakistan for financial support through grant number NRPU-4426. T.S. is thankful to Lahore University of Management Sciences for a Ph.D. fellowship.Further Information
Publication History
Received: 10 May 2018
Accepted after revision: 04 July 2018
Publication Date:
09 August 2018 (online)
Abstract
Hydroxybenzoates are an important class of phenols that are widely used as preservatives and antiseptics in the food and pharmaceutical industries. In this report, a facile preparation of 2,6- and 2,3-disubstituted 4/5-hydroxybenzoates by iridium-catalyzed borylation of respective disubstituted benzoate esters followed by oxidation is described. This synthetic route allows for the incorporation of halogens in the final hydroxybenzoates with substitution patterns not readily accessible by the traditional routes of aromatic functionalization.
Key words
iridium-catalyzed C–H borylation - oxidation - Oxone® - hydroxybenzoates - parabens - preservatives - halogen - trifluoromethylSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610538.
- Supporting Information
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