Catalytic Asymmetric Four-Component Reaction for the Rapid Construction of 3,3-Disubstituted 3-Indol-3′-yloxindoles

Changcheng Jing; Dong Xing; Wenhao Hu

doi:10.1021/acs.orglett.5b02160

Catalytic Asymmetric Four-Component Reaction for the Rapid Construction of 3,3-Disubstituted 3-Indol-3′-yloxindoles

Changcheng Jing
, Dong Xing^*
, Wenhao Hu

^*此作品的通讯作者

化学与分子工程学院

East China Normal University

科研成果: 期刊稿件 › 文章 › 同行评审

58 引用（Scopus）

摘要

A Rh(II)/chiral phosphoric acid cocatalyzed four-component reaction of indoles, 3-diazooxindoles, arylamines, and ethyl glyoxylate is developed, offering an extremely efficient strategy for the construction of 3,3-disubstituted 3-indol-3′-yloxindoles with excellent diastereoselectivities and high to excellent enantioselectivities. This transformation is proposed to proceed through a Mannich-type trapping of the zwitterionic intermediate generated from a metal carbene and an indole with an iminoester derived from an arylamine and a glyoxylate.

源语言	英语
页（从-至）	4336-4339
页数	4
期刊	Organic Letters
卷	17
期	17
DOI	https://doi.org/10.1021/acs.orglett.5b02160
出版状态	已出版 - 25 8月 2015

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title = "Catalytic Asymmetric Four-Component Reaction for the Rapid Construction of 3,3-Disubstituted 3-Indol-3′-yloxindoles",

abstract = "A Rh(II)/chiral phosphoric acid cocatalyzed four-component reaction of indoles, 3-diazooxindoles, arylamines, and ethyl glyoxylate is developed, offering an extremely efficient strategy for the construction of 3,3-disubstituted 3-indol-3′-yloxindoles with excellent diastereoselectivities and high to excellent enantioselectivities. This transformation is proposed to proceed through a Mannich-type trapping of the zwitterionic intermediate generated from a metal carbene and an indole with an iminoester derived from an arylamine and a glyoxylate.",

author = "Changcheng Jing and Dong Xing and Wenhao Hu",

note = "Publisher Copyright: {\textcopyright} 2015 American Chemical Society.",

year = "2015",

month = aug,

day = "25",

doi = "10.1021/acs.orglett.5b02160",

language = "英语",

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T1 - Catalytic Asymmetric Four-Component Reaction for the Rapid Construction of 3,3-Disubstituted 3-Indol-3′-yloxindoles

AU - Jing, Changcheng

AU - Xing, Dong

AU - Hu, Wenhao

PY - 2015/8/25

Y1 - 2015/8/25

N2 - A Rh(II)/chiral phosphoric acid cocatalyzed four-component reaction of indoles, 3-diazooxindoles, arylamines, and ethyl glyoxylate is developed, offering an extremely efficient strategy for the construction of 3,3-disubstituted 3-indol-3′-yloxindoles with excellent diastereoselectivities and high to excellent enantioselectivities. This transformation is proposed to proceed through a Mannich-type trapping of the zwitterionic intermediate generated from a metal carbene and an indole with an iminoester derived from an arylamine and a glyoxylate.

AB - A Rh(II)/chiral phosphoric acid cocatalyzed four-component reaction of indoles, 3-diazooxindoles, arylamines, and ethyl glyoxylate is developed, offering an extremely efficient strategy for the construction of 3,3-disubstituted 3-indol-3′-yloxindoles with excellent diastereoselectivities and high to excellent enantioselectivities. This transformation is proposed to proceed through a Mannich-type trapping of the zwitterionic intermediate generated from a metal carbene and an indole with an iminoester derived from an arylamine and a glyoxylate.

UR - https://www.scopus.com/pages/publications/84940970248

U2 - 10.1021/acs.orglett.5b02160

DO - 10.1021/acs.orglett.5b02160

M3 - 文章

C2 - 26305174

AN - SCOPUS:84940970248

SN - 1523-7060

VL - 17

SP - 4336

EP - 4339

JO - Organic Letters

JF - Organic Letters

IS - 17

ER -

Catalytic Asymmetric Four-Component Reaction for the Rapid Construction of 3,3-Disubstituted 3-Indol-3′-yloxindoles

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