A highly efficient In(OTf)3-catalyzed [3 + 3] annulation of spirocyclopropyl oxindoles with 1,4-di-thiane-2,5-diol

Yongjia Hao; Yi Gong; Zhongyan Cao; Ying Zhou; Jian Zhou

doi:10.1016/j.cclet.2019.08.018

A highly efficient In(OTf)₃-catalyzed [3 + 3] annulation of spirocyclopropyl oxindoles with 1,4-di-thiane-2,5-diol

Yongjia Hao
, Yi Gong
, Zhongyan Cao
, Ying Zhou^*
, Jian Zhou

^*此作品的通讯作者

化学与分子工程学院

Guizhou University of Traditional Chinese Medicine
East China Normal University

科研成果: 期刊稿件 › 文章 › 同行评审

18 引用（Scopus）

摘要

Spirooxindoles play an important role in drug discovery and development. The development of efficient methods for the synthesis of spirooxindoles from easily available starting materials is of current interest. Herein, we report in detail the In(OTf)₃-catalyzed [3 + 3] annulation of spirocyclopropyl oxindoles and 1,4-di-thiane-2,5-diol, which allows the facile preparation of spiro[indoline-3,4′-thiopyran]-2-ones bearing (tetrahydro)thiopyran skeleton.

源语言	英语
页（从-至）	681-684
页数	4
期刊	Chinese Chemical Letters
卷	31
期	3
DOI	https://doi.org/10.1016/j.cclet.2019.08.018
出版状态	已出版 - 3月 2020

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10.1016/j.cclet.2019.08.018

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引用此

@article{de1ffa9776e24fcd9eb71840dbb1201e,

title = "A highly efficient In(OTf)3-catalyzed [3 + 3] annulation of spirocyclopropyl oxindoles with 1,4-di-thiane-2,5-diol",

abstract = "Spirooxindoles play an important role in drug discovery and development. The development of efficient methods for the synthesis of spirooxindoles from easily available starting materials is of current interest. Herein, we report in detail the In(OTf)3-catalyzed [3 + 3] annulation of spirocyclopropyl oxindoles and 1,4-di-thiane-2,5-diol, which allows the facile preparation of spiro[indoline-3,4′-thiopyran]-2-ones bearing (tetrahydro)thiopyran skeleton.",

keywords = "Cyclopropane, Lewis acid catalysis, Spirooxindoles, Sulfur heterocycles, [3 + 3] cycloaddition",

author = "Yongjia Hao and Yi Gong and Zhongyan Cao and Ying Zhou and Jian Zhou",

note = "Publisher Copyright: {\textcopyright} 2020 The Author",

year = "2020",

month = mar,

doi = "10.1016/j.cclet.2019.08.018",

language = "英语",

volume = "31",

pages = "681--684",

journal = "Chinese Chemical Letters",

issn = "1001-8417",

publisher = "Elsevier B.V.",

number = "3",

}

TY - JOUR

T1 - A highly efficient In(OTf)3-catalyzed [3 + 3] annulation of spirocyclopropyl oxindoles with 1,4-di-thiane-2,5-diol

AU - Hao, Yongjia

AU - Gong, Yi

AU - Cao, Zhongyan

AU - Zhou, Ying

AU - Zhou, Jian

PY - 2020/3

Y1 - 2020/3

N2 - Spirooxindoles play an important role in drug discovery and development. The development of efficient methods for the synthesis of spirooxindoles from easily available starting materials is of current interest. Herein, we report in detail the In(OTf)3-catalyzed [3 + 3] annulation of spirocyclopropyl oxindoles and 1,4-di-thiane-2,5-diol, which allows the facile preparation of spiro[indoline-3,4′-thiopyran]-2-ones bearing (tetrahydro)thiopyran skeleton.

AB - Spirooxindoles play an important role in drug discovery and development. The development of efficient methods for the synthesis of spirooxindoles from easily available starting materials is of current interest. Herein, we report in detail the In(OTf)3-catalyzed [3 + 3] annulation of spirocyclopropyl oxindoles and 1,4-di-thiane-2,5-diol, which allows the facile preparation of spiro[indoline-3,4′-thiopyran]-2-ones bearing (tetrahydro)thiopyran skeleton.

KW - Cyclopropane

KW - Lewis acid catalysis

KW - Spirooxindoles

KW - Sulfur heterocycles

KW - [3 + 3] cycloaddition

UR - https://www.scopus.com/pages/publications/85071907251

U2 - 10.1016/j.cclet.2019.08.018

DO - 10.1016/j.cclet.2019.08.018

M3 - 文章

AN - SCOPUS:85071907251

SN - 1001-8417

VL - 31

SP - 681

EP - 684

JO - Chinese Chemical Letters

JF - Chinese Chemical Letters

IS - 3

ER -

A highly efficient In(OTf)3-catalyzed [3 + 3] annulation of spirocyclopropyl oxindoles with 1,4-di-thiane-2,5-diol

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A highly efficient In(OTf)₃-catalyzed [3 + 3] annulation of spirocyclopropyl oxindoles with 1,4-di-thiane-2,5-diol