A novel methodology for the efficient synthesis of 3-monohalooxindoles by acidolysis of 3-phosphate-substituted oxindoles with haloid acids

A novel method for the synthesis of 3-monohalooxindoles by acidolysis of isatin-derived 3-phosphate-substituted oxindoles with haloid acids was developed. This synthetic strategy involved the preparation of 3-phosphate-substituted oxindole intermediates and SN1 reactions with haloid acids. This new...

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Main Authors:	Li Liu, Yue Li, Tiao Huang, Dulin Kong, Mingshu Wu
Format:	Article
Language:	English
Published:	Beilstein-Institut 2021-09-01
Series:	Beilstein Journal of Organic Chemistry
Subjects:	acidolysis haloid acids isatin 3-monohalooxindole 3-phosphate-substituted oxindoles
Online Access:	https://doi.org/10.3762/bjoc.17.150

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spelling	doaj-35bc8c0b23c245868b368d2723d6ab992021-09-13T09:24:29ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972021-09-011712321232810.3762/bjoc.17.1501860-5397-17-150A novel methodology for the efficient synthesis of 3-monohalooxindoles by acidolysis of 3-phosphate-substituted oxindoles with haloid acidsLi Liu0Yue Li1Tiao Huang2Dulin Kong3Mingshu Wu4Key Laboratory of Tropical Medicinal Plant Chemistry of the Ministry of Education, College of Chemistry & Chemical Engineering, Hainan Normal University, Haikou 571158, Hainan Province, P. R. ChinaKey Laboratory of Tropical Medicinal Plant Chemistry of the Ministry of Education, College of Chemistry & Chemical Engineering, Hainan Normal University, Haikou 571158, Hainan Province, P. R. ChinaKey Laboratory of Tropical Medicinal Plant Chemistry of the Ministry of Education, College of Chemistry & Chemical Engineering, Hainan Normal University, Haikou 571158, Hainan Province, P. R. ChinaSchool of Pharmaceutical Sciences, Hainan Medical University, Haikou 571199, Hainan Province, P. R. ChinaKey Laboratory of Tropical Medicinal Plant Chemistry of the Ministry of Education, College of Chemistry & Chemical Engineering, Hainan Normal University, Haikou 571158, Hainan Province, P. R. ChinaA novel method for the synthesis of 3-monohalooxindoles by acidolysis of isatin-derived 3-phosphate-substituted oxindoles with haloid acids was developed. This synthetic strategy involved the preparation of 3-phosphate-substituted oxindole intermediates and SN1 reactions with haloid acids. This new procedure features mild reaction conditions, simple operation, good yield, readily available and inexpensive starting materials, and gram-scalability.https://doi.org/10.3762/bjoc.17.150acidolysishaloid acidsisatin3-monohalooxindole3-phosphate-substituted oxindoles
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Li Liu Yue Li Tiao Huang Dulin Kong Mingshu Wu
spellingShingle	Li Liu Yue Li Tiao Huang Dulin Kong Mingshu Wu A novel methodology for the efficient synthesis of 3-monohalooxindoles by acidolysis of 3-phosphate-substituted oxindoles with haloid acids Beilstein Journal of Organic Chemistry acidolysis haloid acids isatin 3-monohalooxindole 3-phosphate-substituted oxindoles
author_facet	Li Liu Yue Li Tiao Huang Dulin Kong Mingshu Wu
author_sort	Li Liu
title	A novel methodology for the efficient synthesis of 3-monohalooxindoles by acidolysis of 3-phosphate-substituted oxindoles with haloid acids
title_short	A novel methodology for the efficient synthesis of 3-monohalooxindoles by acidolysis of 3-phosphate-substituted oxindoles with haloid acids
title_full	A novel methodology for the efficient synthesis of 3-monohalooxindoles by acidolysis of 3-phosphate-substituted oxindoles with haloid acids
title_fullStr	A novel methodology for the efficient synthesis of 3-monohalooxindoles by acidolysis of 3-phosphate-substituted oxindoles with haloid acids
title_full_unstemmed	A novel methodology for the efficient synthesis of 3-monohalooxindoles by acidolysis of 3-phosphate-substituted oxindoles with haloid acids
title_sort	novel methodology for the efficient synthesis of 3-monohalooxindoles by acidolysis of 3-phosphate-substituted oxindoles with haloid acids
publisher	Beilstein-Institut
series	Beilstein Journal of Organic Chemistry
issn	1860-5397
publishDate	2021-09-01
description	A novel method for the synthesis of 3-monohalooxindoles by acidolysis of isatin-derived 3-phosphate-substituted oxindoles with haloid acids was developed. This synthetic strategy involved the preparation of 3-phosphate-substituted oxindole intermediates and SN1 reactions with haloid acids. This new procedure features mild reaction conditions, simple operation, good yield, readily available and inexpensive starting materials, and gram-scalability.
topic	acidolysis haloid acids isatin 3-monohalooxindole 3-phosphate-substituted oxindoles
url	https://doi.org/10.3762/bjoc.17.150
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A novel methodology for the efficient synthesis of 3-monohalooxindoles by acidolysis of 3-phosphate-substituted oxindoles with haloid acids

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