Aza-alkylation reaction at indole C3 position allows the introduction of a differently substituted aminomethyl group, with the formation of a new stereogenic centre. The reaction involves essentially three different partners: indole, aldehyde and an amine. The formation of the reactive iminium specie can be catalyzed by metals, Brønsted acids, Lewis acids or by organocatalysts. The stereoselective reaction is feasible with satisfactory outcomes. This review summarizes the recent (2000-2019) meaningful papers in which the in-depht study and the exploitation of this reactivity are reported.

Catalytic C3 aza-alkylation of Indoles / E. Bonandi, D. Perdicchia, E. Colombo, F. Foschi, P. Marzullo, D. Passarella. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - (2020 Jan 21). [Epub ahead of print]

Catalytic C3 aza-alkylation of Indoles

E. Bonandi
Primo
;
D. Perdicchia
Secondo
;
E. Colombo;F. Foschi;P. Marzullo
Penultimo
;
D. Passarella
Ultimo
2020

Abstract

Aza-alkylation reaction at indole C3 position allows the introduction of a differently substituted aminomethyl group, with the formation of a new stereogenic centre. The reaction involves essentially three different partners: indole, aldehyde and an amine. The formation of the reactive iminium specie can be catalyzed by metals, Brønsted acids, Lewis acids or by organocatalysts. The stereoselective reaction is feasible with satisfactory outcomes. This review summarizes the recent (2000-2019) meaningful papers in which the in-depht study and the exploitation of this reactivity are reported.
Settore CHIM/06 - Chimica Organica
21-gen-2020
lug-2020
Article (author)
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/754251
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