Synthesis of Unique Analogues of the Ergoline Skeleton Using Intramolecular [3+2] Cycloaddition

Sébastien Picard (1) , Frédéric Lecornué (1) , Georges Bashiardes (1)

1 IC2MP [Poitiers] - Institut de chimie des milieux et matériaux de Poitiers [UMR 7285]

A new methodology is described for the novel and rapid synthesis of unique analogues of the ergoline structure. After introduction of an allyl or alkynyl group in position C-4 on indole-3-carboxaldehyde, an intramolecular 1,3-dipolar cycloaddition using α-amino esters, directly provides novel ergoline-type compounds in good yields.

Domaines: Catalyse

Sébastien Picard, Frédéric Lecornué, Georges Bashiardes. Synthesis of Unique Analogues of the Ergoline Skeleton Using Intramolecular [3+2] Cycloaddition. SYNLETT, 2014, 25(08), 1106-1110, ⟨10.1055/s-0033-1341053⟩. ⟨hal-01323462⟩