Studies on the interaction of isocyanides with imines: reaction scope and mechanistic variations

The interaction of imines with isocyanides has been studied. The main product results from a sequential process involving the attack of two units of isocyanide, under Lewis acid catalysis, upon the carbon–nitrogen double bond of the imine to form the 4-membered ring system. The scope of the reaction...

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Detalles Bibliográficos
Autores principales: Ghashghaei, Ouldouz, Manna, Consiglia Annamaria, Vicente-García, Esther, Revés, Marc, Lavilla, Rodolfo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2014
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3896293/
https://www.ncbi.nlm.nih.gov/pubmed/24454559
http://dx.doi.org/10.3762/bjoc.10.3
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author Ghashghaei, Ouldouz
Manna, Consiglia Annamaria
Vicente-García, Esther
Revés, Marc
Lavilla, Rodolfo
author_facet Ghashghaei, Ouldouz
Manna, Consiglia Annamaria
Vicente-García, Esther
Revés, Marc
Lavilla, Rodolfo
author_sort Ghashghaei, Ouldouz
collection PubMed
description The interaction of imines with isocyanides has been studied. The main product results from a sequential process involving the attack of two units of isocyanide, under Lewis acid catalysis, upon the carbon–nitrogen double bond of the imine to form the 4-membered ring system. The scope of the reaction regarding the imine and isocyanide ranges has been determined, and also some mechanistic variations and structural features have been described.
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spelling pubmed-38962932014-01-21 Studies on the interaction of isocyanides with imines: reaction scope and mechanistic variations Ghashghaei, Ouldouz Manna, Consiglia Annamaria Vicente-García, Esther Revés, Marc Lavilla, Rodolfo Beilstein J Org Chem Letter The interaction of imines with isocyanides has been studied. The main product results from a sequential process involving the attack of two units of isocyanide, under Lewis acid catalysis, upon the carbon–nitrogen double bond of the imine to form the 4-membered ring system. The scope of the reaction regarding the imine and isocyanide ranges has been determined, and also some mechanistic variations and structural features have been described. Beilstein-Institut 2014-01-06 /pmc/articles/PMC3896293/ /pubmed/24454559 http://dx.doi.org/10.3762/bjoc.10.3 Text en Copyright © 2014, Ghashghaei et al. https://creativecommons.org/licenses/by/2.0https://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/2.0), 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 Letter
Ghashghaei, Ouldouz
Manna, Consiglia Annamaria
Vicente-García, Esther
Revés, Marc
Lavilla, Rodolfo
Studies on the interaction of isocyanides with imines: reaction scope and mechanistic variations
title Studies on the interaction of isocyanides with imines: reaction scope and mechanistic variations
title_full Studies on the interaction of isocyanides with imines: reaction scope and mechanistic variations
title_fullStr Studies on the interaction of isocyanides with imines: reaction scope and mechanistic variations
title_full_unstemmed Studies on the interaction of isocyanides with imines: reaction scope and mechanistic variations
title_short Studies on the interaction of isocyanides with imines: reaction scope and mechanistic variations
title_sort studies on the interaction of isocyanides with imines: reaction scope and mechanistic variations
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3896293/
https://www.ncbi.nlm.nih.gov/pubmed/24454559
http://dx.doi.org/10.3762/bjoc.10.3
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