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Triflic Acid/Silane Promoted Deoxygenative Transformation of Ketones via Carbocations. | LitMetric

Triflic Acid/Silane Promoted Deoxygenative Transformation of Ketones via Carbocations.

Org Lett

Guangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target & Clinical Pharmacology, the NMPA and State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences and the Fifth Affiliated Hospital, Guangzhou Medical University, Guangzhou 511436, China.

Published: August 2023

Deoxygenative transformation of ketones into value-added products often suffers from precious-metal-based catalysts or complicated operational conditions. Triflic acid and silane serve as a cooperative reductant to transform ketones via carbocations that undergo β-H elimination much faster than hydride transfer from silane to produce alkenes with high selectivity. Alternatively, the presence of indoles would incept the protonated ketones to generate carbocations, allowing access to Csp-Csp bond formation with high reactivity and selectivity in "one pot".

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Source
http://dx.doi.org/10.1021/acs.orglett.3c01762DOI Listing

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