Morita–Baylis–Hillman reaction of acrylamide with isatin derivatives

The Morita–Baylis–Hillman reaction of acrylamide, as an activated alkene, has seen little development due to its low reactivity. We have developed the reaction using isatin derivatives with acrylamide, DABCO as a promoter and phenol as an additive in acetonitrile. The corresponding aza version with...

Descripción completa

Detalles Bibliográficos
Autores principales: Singh, Radhey Mohan, Bharadwaj, Kishor Chandra, Tiwari, Dharmendra Kumar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2014
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4273229/
https://www.ncbi.nlm.nih.gov/pubmed/25550764
http://dx.doi.org/10.3762/bjoc.10.315
_version_ 1782349810580324352
author Singh, Radhey Mohan
Bharadwaj, Kishor Chandra
Tiwari, Dharmendra Kumar
author_facet Singh, Radhey Mohan
Bharadwaj, Kishor Chandra
Tiwari, Dharmendra Kumar
author_sort Singh, Radhey Mohan
collection PubMed
description The Morita–Baylis–Hillman reaction of acrylamide, as an activated alkene, has seen little development due to its low reactivity. We have developed the reaction using isatin derivatives with acrylamide, DABCO as a promoter and phenol as an additive in acetonitrile. The corresponding aza version with acrylate and acrylonitrile has also been developed resulting in high product yields.
format Online
Article
Text
id pubmed-4273229
institution National Center for Biotechnology Information
language English
publishDate 2014
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-42732292014-12-30 Morita–Baylis–Hillman reaction of acrylamide with isatin derivatives Singh, Radhey Mohan Bharadwaj, Kishor Chandra Tiwari, Dharmendra Kumar Beilstein J Org Chem Full Research Paper The Morita–Baylis–Hillman reaction of acrylamide, as an activated alkene, has seen little development due to its low reactivity. We have developed the reaction using isatin derivatives with acrylamide, DABCO as a promoter and phenol as an additive in acetonitrile. The corresponding aza version with acrylate and acrylonitrile has also been developed resulting in high product yields. Beilstein-Institut 2014-12-12 /pmc/articles/PMC4273229/ /pubmed/25550764 http://dx.doi.org/10.3762/bjoc.10.315 Text en Copyright © 2014, Singh 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 Full Research Paper
Singh, Radhey Mohan
Bharadwaj, Kishor Chandra
Tiwari, Dharmendra Kumar
Morita–Baylis–Hillman reaction of acrylamide with isatin derivatives
title Morita–Baylis–Hillman reaction of acrylamide with isatin derivatives
title_full Morita–Baylis–Hillman reaction of acrylamide with isatin derivatives
title_fullStr Morita–Baylis–Hillman reaction of acrylamide with isatin derivatives
title_full_unstemmed Morita–Baylis–Hillman reaction of acrylamide with isatin derivatives
title_short Morita–Baylis–Hillman reaction of acrylamide with isatin derivatives
title_sort morita–baylis–hillman reaction of acrylamide with isatin derivatives
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4273229/
https://www.ncbi.nlm.nih.gov/pubmed/25550764
http://dx.doi.org/10.3762/bjoc.10.315
work_keys_str_mv AT singhradheymohan moritabaylishillmanreactionofacrylamidewithisatinderivatives
AT bharadwajkishorchandra moritabaylishillmanreactionofacrylamidewithisatinderivatives
AT tiwaridharmendrakumar moritabaylishillmanreactionofacrylamidewithisatinderivatives

Ejemplares similares