Piperazine as Leaving Group in A3 Adducts: Fast Access to Alkynyl Indoles

Abstract : The A3 coupling between N-ethylpiperazine and electron-rich aromatic aldehydes forms adducts that may be easily used as electrophiles towards electron-rich heterocycles such as indoles. The removal of the piperazine moiety is triggered by the addition of 1,2-dibromoethane. Overall, the reaction provides efficient access to alkynyl indoles and pyrroles.
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Submitted on : Monday, January 23, 2017 - 10:44:31 PM
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Mansour Kerim, Laurent El Kaim. Piperazine as Leaving Group in A3 Adducts: Fast Access to Alkynyl Indoles. SYNLETT, Georg Thieme Verlag, 2016, 27 (10), pp.1572-1576 ⟨10.1055/s-0035-1561396 ⟩. ⟨hal-01444342⟩

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