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Synfacts 2014; 10(1): 0077
DOI: 10.1055/s-0033-1340362
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Iridium-Catalyzed Preparation of SF5-Substituted Aryl Trifluoroborates

Contributor(s):
Paul Knochel
,
Christoph Sämann
Joliton A, Carreira EM * ETH Zürich, Switzerland
Ir-Catalyzed Preparation of SF5-Substituted Potassium Aryl Trifluoroborates via C–H Borylation and Their Application in the Suzuki–Miyaura Reaction.

Org. Lett. 2013;
15: 5147-5149
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Further Information

Publication History

Publication Date:
13 December 2013 (online)

 
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Key words

C–H borylation - potassium aryl trifluoroborates - iridium

Significance

A novel method for the preparation of pentafluorosulfanyl-substituted potassium aryltrifluoroborates via iridium-catalyzed C–H borylation is reported. The corresponding products were obtained in high yields and have been submitted to Suzuki–Miyaura cross-couplings furnishing 3,5-disubstituted pentafluorosulfanylbenzenes.


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Comment

The described protocol is very versatile since the prepared compounds are potential important building blocks for drug discovery and agrochemicals. Moreover, the reaction proceeds under relatively mild conditions and tolerates various functional groups.


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