Decarbethoxylative Arylation Employing Arynes: A Metal-Free Pathway to Arylfluoroamides

Decarbethoxylative Arylation Employing Arynes: A Metal-Free Pathway to Arylfluoroamides

An efficient, metal-free decarbethoxylative arylation protocol for the synthesis of α-aryl-α-fluoroamides from fluoromalonamates, under ambient reaction conditions using aryne as an electrophilic arylating agent, is reported. This decarbethoxylative arylation proceeds under mild conditions and provi...

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Veröffentlicht in:Organic letters 2017-11, Vol.19 (21), p.6016-6019
Hauptverfasser: Gupta, Ekta, Kant, Ruchir, Mohanan, Kishor
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Kant, Ruchir
Mohanan, Kishor
description An efficient, metal-free decarbethoxylative arylation protocol for the synthesis of α-aryl-α-fluoroamides from fluoromalonamates, under ambient reaction conditions using aryne as an electrophilic arylating agent, is reported. This decarbethoxylative arylation proceeds under mild conditions and provides a practical and effective entry to a wide range of α-aryl-α-fluoroacetamides. Interestingly, the use of the tert-butyl ester of fluoromalonamate prevented the otherwise rapid decarboxylation step, affording the arylated fluoromalonamate in moderate yield.
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title Decarbethoxylative Arylation Employing Arynes: A Metal-Free Pathway to Arylfluoroamides
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