Metal-free base-mediated oxidative annulation cascades to 3-substituted-3-hydroxyoxindole and its 3-spirocyclic derivative

A simple and efficient method was developed for the construction of the medicinally important 3-substituted-3-hydroxyoxindoleand its 3-spirocyclic derivativeswith readily available aniline derivatives as starting materials. Thishighly atom-and step-economical one-pot protocolwas carried out und...

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Main Authors: Liu, Min, Zhang, Chunxia, Ding, Mingruo, Tang, Bencan, Zhang, Fengzhi
Format: Article
Language:English
Published: The Royal Society of Chemistry 2017
Online Access:https://eprints.nottingham.ac.uk/56371/
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author Liu, Min
Zhang, Chunxia
Ding, Mingruo
Tang, Bencan
Zhang, Fengzhi
author_facet Liu, Min
Zhang, Chunxia
Ding, Mingruo
Tang, Bencan
Zhang, Fengzhi
author_sort Liu, Min
building Nottingham Research Data Repository
collection Online Access
description A simple and efficient method was developed for the construction of the medicinally important 3-substituted-3-hydroxyoxindoleand its 3-spirocyclic derivativeswith readily available aniline derivatives as starting materials. Thishighly atom-and step-economical one-pot protocolwas carried out undermetal-freebase-mediated conditions througha novel oxidative annulationstrategywith oxygen as the oxidant.The key intermediates were isolated and confirmed.A reasonablereaction pathway was proposed and supported by both the preliminary experiments and computational studies.
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institution University of Nottingham Malaysia Campus
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language English
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publishDate 2017
publisher The Royal Society of Chemistry
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spelling nottingham-563712019-03-27T15:34:30Z https://eprints.nottingham.ac.uk/56371/ Metal-free base-mediated oxidative annulation cascades to 3-substituted-3-hydroxyoxindole and its 3-spirocyclic derivative Liu, Min Zhang, Chunxia Ding, Mingruo Tang, Bencan Zhang, Fengzhi A simple and efficient method was developed for the construction of the medicinally important 3-substituted-3-hydroxyoxindoleand its 3-spirocyclic derivativeswith readily available aniline derivatives as starting materials. Thishighly atom-and step-economical one-pot protocolwas carried out undermetal-freebase-mediated conditions througha novel oxidative annulationstrategywith oxygen as the oxidant.The key intermediates were isolated and confirmed.A reasonablereaction pathway was proposed and supported by both the preliminary experiments and computational studies. The Royal Society of Chemistry 2017-08-23 Article PeerReviewed application/pdf en https://eprints.nottingham.ac.uk/56371/1/Green%20Chemistry%20manuscript%206-15.pdf Liu, Min, Zhang, Chunxia, Ding, Mingruo, Tang, Bencan and Zhang, Fengzhi (2017) Metal-free base-mediated oxidative annulation cascades to 3-substituted-3-hydroxyoxindole and its 3-spirocyclic derivative. Green Chemistry, 19 . pp. 4509-4514. ISSN 1463-9262 http://dx.doi.org/10.1039/c7gc01783a doi:10.1039/c7gc01783a doi:10.1039/c7gc01783a
spellingShingle Liu, Min
Zhang, Chunxia
Ding, Mingruo
Tang, Bencan
Zhang, Fengzhi
Metal-free base-mediated oxidative annulation cascades to 3-substituted-3-hydroxyoxindole and its 3-spirocyclic derivative
title Metal-free base-mediated oxidative annulation cascades to 3-substituted-3-hydroxyoxindole and its 3-spirocyclic derivative
title_full Metal-free base-mediated oxidative annulation cascades to 3-substituted-3-hydroxyoxindole and its 3-spirocyclic derivative
title_fullStr Metal-free base-mediated oxidative annulation cascades to 3-substituted-3-hydroxyoxindole and its 3-spirocyclic derivative
title_full_unstemmed Metal-free base-mediated oxidative annulation cascades to 3-substituted-3-hydroxyoxindole and its 3-spirocyclic derivative
title_short Metal-free base-mediated oxidative annulation cascades to 3-substituted-3-hydroxyoxindole and its 3-spirocyclic derivative
title_sort metal-free base-mediated oxidative annulation cascades to 3-substituted-3-hydroxyoxindole and its 3-spirocyclic derivative
url https://eprints.nottingham.ac.uk/56371/
https://eprints.nottingham.ac.uk/56371/
https://eprints.nottingham.ac.uk/56371/