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Radical-mediated dehydrative preparation of cyclic imides using (NH(4))(2)S(2)O(8)–DMSO: application to the synthesis of vernakalant

Ammonium persulfate–dimethyl sulfoxide (APS–DMSO) has been developed as an efficient and new dehydrating reagent for a convenient one-pot process for the synthesis of miscellaneous cyclic imides in high yields starting from readily available primary amines and cyclic anhydrides. A plausible radical...

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Autores principales: Garad, Dnyaneshwar N, Tanpure, Subhash D, Mhaske, Santosh B
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4505096/
https://www.ncbi.nlm.nih.gov/pubmed/26199655
http://dx.doi.org/10.3762/bjoc.11.113
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author Garad, Dnyaneshwar N
Tanpure, Subhash D
Mhaske, Santosh B
author_facet Garad, Dnyaneshwar N
Tanpure, Subhash D
Mhaske, Santosh B
author_sort Garad, Dnyaneshwar N
collection PubMed
description Ammonium persulfate–dimethyl sulfoxide (APS–DMSO) has been developed as an efficient and new dehydrating reagent for a convenient one-pot process for the synthesis of miscellaneous cyclic imides in high yields starting from readily available primary amines and cyclic anhydrides. A plausible radical mechanism involving DMSO has been proposed. The application of this facile one-pot imide forming process has been demonstrated for a practical synthesis of vernakalant.
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spelling pubmed-45050962015-07-21 Radical-mediated dehydrative preparation of cyclic imides using (NH(4))(2)S(2)O(8)–DMSO: application to the synthesis of vernakalant Garad, Dnyaneshwar N Tanpure, Subhash D Mhaske, Santosh B Beilstein J Org Chem Full Research Paper Ammonium persulfate–dimethyl sulfoxide (APS–DMSO) has been developed as an efficient and new dehydrating reagent for a convenient one-pot process for the synthesis of miscellaneous cyclic imides in high yields starting from readily available primary amines and cyclic anhydrides. A plausible radical mechanism involving DMSO has been proposed. The application of this facile one-pot imide forming process has been demonstrated for a practical synthesis of vernakalant. Beilstein-Institut 2015-06-12 /pmc/articles/PMC4505096/ /pubmed/26199655 http://dx.doi.org/10.3762/bjoc.11.113 Text en Copyright © 2015, Garad 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
Garad, Dnyaneshwar N
Tanpure, Subhash D
Mhaske, Santosh B
Radical-mediated dehydrative preparation of cyclic imides using (NH(4))(2)S(2)O(8)–DMSO: application to the synthesis of vernakalant
title Radical-mediated dehydrative preparation of cyclic imides using (NH(4))(2)S(2)O(8)–DMSO: application to the synthesis of vernakalant
title_full Radical-mediated dehydrative preparation of cyclic imides using (NH(4))(2)S(2)O(8)–DMSO: application to the synthesis of vernakalant
title_fullStr Radical-mediated dehydrative preparation of cyclic imides using (NH(4))(2)S(2)O(8)–DMSO: application to the synthesis of vernakalant
title_full_unstemmed Radical-mediated dehydrative preparation of cyclic imides using (NH(4))(2)S(2)O(8)–DMSO: application to the synthesis of vernakalant
title_short Radical-mediated dehydrative preparation of cyclic imides using (NH(4))(2)S(2)O(8)–DMSO: application to the synthesis of vernakalant
title_sort radical-mediated dehydrative preparation of cyclic imides using (nh(4))(2)s(2)o(8)–dmso: application to the synthesis of vernakalant
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4505096/
https://www.ncbi.nlm.nih.gov/pubmed/26199655
http://dx.doi.org/10.3762/bjoc.11.113
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