Synthesis and Evaluation of N-Diaminophosphoryl Aminothioureas as Bifunctional Catalysts for Vinylogous Aldol Reactions of Isatins and 2(3H)-Furanones

[Image: see text] The organocatalytic asymmetric direct vinylogous aldol reaction of N-methylisatins 1 and γ-butenolides 2 to provide 3-hydroxy-2-oxindole derivatives 3 was investigated. A series of N-diaminophosphoryl aminothiourea catalysts 4 was synthesized, and their utility for the stereoselect...

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Autores principales: D. V., Hrishikesh, Annadate, Ritesh A., Pansare, Sunil V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9878653/
https://www.ncbi.nlm.nih.gov/pubmed/36713689
http://dx.doi.org/10.1021/acsomega.2c06637
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author D. V., Hrishikesh
Annadate, Ritesh A.
Pansare, Sunil V.
author_facet D. V., Hrishikesh
Annadate, Ritesh A.
Pansare, Sunil V.
author_sort D. V., Hrishikesh
collection PubMed
description [Image: see text] The organocatalytic asymmetric direct vinylogous aldol reaction of N-methylisatins 1 and γ-butenolides 2 to provide 3-hydroxy-2-oxindole derivatives 3 was investigated. A series of N-diaminophosphoryl aminothiourea catalysts 4 was synthesized, and their utility for the stereoselective formation of 3 was examined.
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spelling pubmed-98786532023-01-27 Synthesis and Evaluation of N-Diaminophosphoryl Aminothioureas as Bifunctional Catalysts for Vinylogous Aldol Reactions of Isatins and 2(3H)-Furanones D. V., Hrishikesh Annadate, Ritesh A. Pansare, Sunil V. ACS Omega [Image: see text] The organocatalytic asymmetric direct vinylogous aldol reaction of N-methylisatins 1 and γ-butenolides 2 to provide 3-hydroxy-2-oxindole derivatives 3 was investigated. A series of N-diaminophosphoryl aminothiourea catalysts 4 was synthesized, and their utility for the stereoselective formation of 3 was examined. American Chemical Society 2023-01-09 /pmc/articles/PMC9878653/ /pubmed/36713689 http://dx.doi.org/10.1021/acsomega.2c06637 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle D. V., Hrishikesh
Annadate, Ritesh A.
Pansare, Sunil V.
Synthesis and Evaluation of N-Diaminophosphoryl Aminothioureas as Bifunctional Catalysts for Vinylogous Aldol Reactions of Isatins and 2(3H)-Furanones
title Synthesis and Evaluation of N-Diaminophosphoryl Aminothioureas as Bifunctional Catalysts for Vinylogous Aldol Reactions of Isatins and 2(3H)-Furanones
title_full Synthesis and Evaluation of N-Diaminophosphoryl Aminothioureas as Bifunctional Catalysts for Vinylogous Aldol Reactions of Isatins and 2(3H)-Furanones
title_fullStr Synthesis and Evaluation of N-Diaminophosphoryl Aminothioureas as Bifunctional Catalysts for Vinylogous Aldol Reactions of Isatins and 2(3H)-Furanones
title_full_unstemmed Synthesis and Evaluation of N-Diaminophosphoryl Aminothioureas as Bifunctional Catalysts for Vinylogous Aldol Reactions of Isatins and 2(3H)-Furanones
title_short Synthesis and Evaluation of N-Diaminophosphoryl Aminothioureas as Bifunctional Catalysts for Vinylogous Aldol Reactions of Isatins and 2(3H)-Furanones
title_sort synthesis and evaluation of n-diaminophosphoryl aminothioureas as bifunctional catalysts for vinylogous aldol reactions of isatins and 2(3h)-furanones
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9878653/
https://www.ncbi.nlm.nih.gov/pubmed/36713689
http://dx.doi.org/10.1021/acsomega.2c06637
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