Access to 2-substituted 1-pyridin-3-yl-β-carboline derivatives by intramolecular radical cyclization-ring opening-SNAr substitution

Javier Recio; Adrián Pérez-Redondo; Julio Alvarez-Builla; Carolina Burgos

doi:10.1039/C9QO00944B

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Access to 2-substituted 1-pyridin-3-yl-β-carboline derivatives by intramolecular radical cyclization-ring opening-S_NAr substitution†

Javier Recio,

^a Adrián Pérez-Redondo,

^a Julio Alvarez-Builla

*^a and Carolina Burgos

*^a

Author affiliations

* Corresponding authors

^a Departamento de Química Orgánica y Química Inorgánica and Instituto de Investigación Química "Andrés M. del Río" (IQAR), Universidad de Alcalá, 28805-Alcalá de Henares, Spain
E-mail: carolina.burgos@uah.es

Abstract

A new method for the synthesis of 1-pyridin-3-yl-β-carboline derivatives involving an intramolecular radical reaction in the presence of tris(trimethylsilyl)silane and azobisisobutyronitrile (TTMSS/AIBN), via a sultam intermediate, which proceeds as a one-pot process by ring opening and S_NAr substitution, is described.

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Article information

DOI: https://doi.org/10.1039/C9QO00944B
Article type: Research Article
Submitted: 26 Jul 2019
Accepted: 08 Aug 2019
First published: 12 Aug 2019

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Org. Chem. Front., 2019,6, 3300-3304

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Access to 2-substituted 1-pyridin-3-yl-β-carboline derivatives by intramolecular radical cyclization-ring opening-S_NAr substitution

J. Recio, A. Pérez-Redondo, J. Alvarez-Builla and C. Burgos, Org. Chem. Front., 2019, 6, 3300 DOI: 10.1039/C9QO00944B

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