A highly efficient thiourea catalyzed dehydrative nucleophilic substitution reaction of 3-substituted oxindoles with xanthydrols

Long Chen; Feng Zhu; Cui Hong Wang; Jian Zhou

doi:10.1039/c3ra44520h

A highly efficient thiourea catalyzed dehydrative nucleophilic substitution reaction of 3-substituted oxindoles with xanthydrols

Long Chen
, Feng Zhu
, Cui Hong Wang^*
, Jian Zhou

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

Research output: Contribution to journal › Article › peer-review

14 Scopus citations

Abstract

We report a highly efficient thiourea catalyzed dehydrative nucleophilic substitution reaction. The Schreiner's thiourea catalyst A₁ catalyzed the alkylation of 3-substituted oxindoles with xanthydrols well, to furnish quaternary oxindoles in high yield. The ESI-MS analysis confirms the interaction of 3-substituted oxindole 1 with the thiourea, which might facilitate the oxindole-hydroxindole tautomerization for the alkylation.

Original language	English
Pages (from-to)	19880-19884
Number of pages	5
Journal	RSC Advances
Volume	3
Issue number	43
DOIs	https://doi.org/10.1039/c3ra44520h
State	Published - 21 Nov 2013

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title = "A highly efficient thiourea catalyzed dehydrative nucleophilic substitution reaction of 3-substituted oxindoles with xanthydrols",

abstract = "We report a highly efficient thiourea catalyzed dehydrative nucleophilic substitution reaction. The Schreiner's thiourea catalyst A1 catalyzed the alkylation of 3-substituted oxindoles with xanthydrols well, to furnish quaternary oxindoles in high yield. The ESI-MS analysis confirms the interaction of 3-substituted oxindole 1 with the thiourea, which might facilitate the oxindole-hydroxindole tautomerization for the alkylation.",

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year = "2013",

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doi = "10.1039/c3ra44520h",

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pages = "19880--19884",

journal = "RSC Advances",

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T1 - A highly efficient thiourea catalyzed dehydrative nucleophilic substitution reaction of 3-substituted oxindoles with xanthydrols

AU - Chen, Long

AU - Zhu, Feng

AU - Wang, Cui Hong

AU - Zhou, Jian

PY - 2013/11/21

Y1 - 2013/11/21

N2 - We report a highly efficient thiourea catalyzed dehydrative nucleophilic substitution reaction. The Schreiner's thiourea catalyst A1 catalyzed the alkylation of 3-substituted oxindoles with xanthydrols well, to furnish quaternary oxindoles in high yield. The ESI-MS analysis confirms the interaction of 3-substituted oxindole 1 with the thiourea, which might facilitate the oxindole-hydroxindole tautomerization for the alkylation.

AB - We report a highly efficient thiourea catalyzed dehydrative nucleophilic substitution reaction. The Schreiner's thiourea catalyst A1 catalyzed the alkylation of 3-substituted oxindoles with xanthydrols well, to furnish quaternary oxindoles in high yield. The ESI-MS analysis confirms the interaction of 3-substituted oxindole 1 with the thiourea, which might facilitate the oxindole-hydroxindole tautomerization for the alkylation.

UR - https://www.scopus.com/pages/publications/84886910612

U2 - 10.1039/c3ra44520h

DO - 10.1039/c3ra44520h

M3 - 文章

AN - SCOPUS:84886910612

SN - 2046-2069

VL - 3

SP - 19880

EP - 19884

JO - RSC Advances

JF - RSC Advances

IS - 43

ER -

A highly efficient thiourea catalyzed dehydrative nucleophilic substitution reaction of 3-substituted oxindoles with xanthydrols

Abstract

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