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Synthesis of benzannelated sultams by intramolecular Pd-catalyzed arylation of tertiary sulfonamides

A new and efficient approach to five- and six-membered benzannelated sultams by intramolecular C-arylation of tertiary 1-(methoxycarbonyl)methanesulfonamides under palladium catalysis is described. In case of the α-toluenesulfonamide derivative, an unexpected formation of a 2,3-diarylindole was obse...

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Autores principales: Rassadin, Valentin A, Scholz, Mirko, Klochkova, Anastasiia A, de Meijere, Armin, Sokolov, Victor V
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5629375/
https://www.ncbi.nlm.nih.gov/pubmed/29062411
http://dx.doi.org/10.3762/bjoc.13.187
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author Rassadin, Valentin A
Scholz, Mirko
Klochkova, Anastasiia A
de Meijere, Armin
Sokolov, Victor V
author_facet Rassadin, Valentin A
Scholz, Mirko
Klochkova, Anastasiia A
de Meijere, Armin
Sokolov, Victor V
author_sort Rassadin, Valentin A
collection PubMed
description A new and efficient approach to five- and six-membered benzannelated sultams by intramolecular C-arylation of tertiary 1-(methoxycarbonyl)methanesulfonamides under palladium catalysis is described. In case of the α-toluenesulfonamide derivative, an unexpected formation of a 2,3-diarylindole was observed under the same conditions.
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spelling pubmed-56293752017-10-23 Synthesis of benzannelated sultams by intramolecular Pd-catalyzed arylation of tertiary sulfonamides Rassadin, Valentin A Scholz, Mirko Klochkova, Anastasiia A de Meijere, Armin Sokolov, Victor V Beilstein J Org Chem Full Research Paper A new and efficient approach to five- and six-membered benzannelated sultams by intramolecular C-arylation of tertiary 1-(methoxycarbonyl)methanesulfonamides under palladium catalysis is described. In case of the α-toluenesulfonamide derivative, an unexpected formation of a 2,3-diarylindole was observed under the same conditions. Beilstein-Institut 2017-09-12 /pmc/articles/PMC5629375/ /pubmed/29062411 http://dx.doi.org/10.3762/bjoc.13.187 Text en Copyright © 2017, Rassadin et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Rassadin, Valentin A
Scholz, Mirko
Klochkova, Anastasiia A
de Meijere, Armin
Sokolov, Victor V
Synthesis of benzannelated sultams by intramolecular Pd-catalyzed arylation of tertiary sulfonamides
title Synthesis of benzannelated sultams by intramolecular Pd-catalyzed arylation of tertiary sulfonamides
title_full Synthesis of benzannelated sultams by intramolecular Pd-catalyzed arylation of tertiary sulfonamides
title_fullStr Synthesis of benzannelated sultams by intramolecular Pd-catalyzed arylation of tertiary sulfonamides
title_full_unstemmed Synthesis of benzannelated sultams by intramolecular Pd-catalyzed arylation of tertiary sulfonamides
title_short Synthesis of benzannelated sultams by intramolecular Pd-catalyzed arylation of tertiary sulfonamides
title_sort synthesis of benzannelated sultams by intramolecular pd-catalyzed arylation of tertiary sulfonamides
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5629375/
https://www.ncbi.nlm.nih.gov/pubmed/29062411
http://dx.doi.org/10.3762/bjoc.13.187
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