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CC BY-ND-NC 4.0 · Synthesis 2019; 51(05): 1284-1292
DOI: 10.1055/s-0037-1611633
DOI: 10.1055/s-0037-1611633
paper
Visible-Light-Induced Decarboxylative C–H Adamantylation of Azoles at Ambient Temperature
Further Information
Publication History
Received: 24 November 2018
Accepted: 27 November 2018
Publication Date:
19 December 2018 (online)
§ These authors contributed equally to this work
Published as part of the 50 Years SYNTHESIS – Golden Anniversary Issue
Abstract
The visible-light-promoted oxidant-free decarboxylative C–H adamantylation of azoles was accomplished under ambient reaction conditions. The novel acridinium photocatalyst and cobalt synergistic catalysis enabled the C–H adamantylation under oxidant-free reaction conditions. This C–H adamantylation strategy proved viable for a wide range of substituted azoles, including benzothiazole, benzoxazole, and benzimidazoles as well as caffeine derivatives, providing an expedient access to 2-adamantyl-substituted azoles.
Key words
photocatalysis - C–H functionalization - decarboxylation - cobalt - acridinium salts - oxidant-free - adamantylation - azolesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1611633.
- Supporting Information
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