1,2-Bis(phenylsulfonyl)-1H-indole as an acceptor of organocuprate nucleophiles

David C. Qian; Philip E. Alford; Tara L.S. Kishbaugh; Sean T. Jones; Gordon W. Gribble

doi:10.3998/ark.5550190.0011.406

1,2-Bis(phenylsulfonyl)-1H-indole as an acceptor of organocuprate nucleophiles

David C. Qian, Philip E. Alford, Tara L.S. Kishbaugh, Sean T. Jones, Gordon W. Gribble

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

10 Scopus citations

Abstract

1,2-Bis(phenylsulfonyl)-1H-indole is a novel example of an electron-deficient indole that undergoes nucleophilic attack at C-3. Though a variety of other organometallic nucleophiles fail to engender nucleophilic substitution, organocuprates produce 3-substituted 2-(phenylsulfonyl)-1H- indoles. These reactions contribute to the growing number of examples of nucleophilic addition to the indole core.

Original language	English (US)
Pages (from-to)	66-73
Number of pages	8
Journal	Arkivoc
Volume	2010
Issue number	4
DOIs	https://doi.org/10.3998/ark.5550190.0011.406
State	Published - Sep 6 2010
Externally published	Yes

Keywords

Arylsulfonyl
Electron-deficient indole
Nucleophilic addition

ASJC Scopus subject areas

Organic Chemistry

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10.3998/ark.5550190.0011.406

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abstract = "1,2-Bis(phenylsulfonyl)-1H-indole is a novel example of an electron-deficient indole that undergoes nucleophilic attack at C-3. Though a variety of other organometallic nucleophiles fail to engender nucleophilic substitution, organocuprates produce 3-substituted 2-(phenylsulfonyl)-1H- indoles. These reactions contribute to the growing number of examples of nucleophilic addition to the indole core.",

keywords = "Arylsulfonyl, Electron-deficient indole, Nucleophilic addition",

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T1 - 1,2-Bis(phenylsulfonyl)-1H-indole as an acceptor of organocuprate nucleophiles

AU - Qian, David C.

AU - Alford, Philip E.

AU - Kishbaugh, Tara L.S.

AU - Jones, Sean T.

AU - Gribble, Gordon W.

PY - 2010/9/6

Y1 - 2010/9/6

N2 - 1,2-Bis(phenylsulfonyl)-1H-indole is a novel example of an electron-deficient indole that undergoes nucleophilic attack at C-3. Though a variety of other organometallic nucleophiles fail to engender nucleophilic substitution, organocuprates produce 3-substituted 2-(phenylsulfonyl)-1H- indoles. These reactions contribute to the growing number of examples of nucleophilic addition to the indole core.

AB - 1,2-Bis(phenylsulfonyl)-1H-indole is a novel example of an electron-deficient indole that undergoes nucleophilic attack at C-3. Though a variety of other organometallic nucleophiles fail to engender nucleophilic substitution, organocuprates produce 3-substituted 2-(phenylsulfonyl)-1H- indoles. These reactions contribute to the growing number of examples of nucleophilic addition to the indole core.

KW - Arylsulfonyl

KW - Electron-deficient indole

KW - Nucleophilic addition

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VL - 2010

SP - 66

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JO - Arkivoc

JF - Arkivoc

IS - 4

ER -

1,2-Bis(phenylsulfonyl)-1H-indole as an acceptor of organocuprate nucleophiles

Abstract

Keywords

ASJC Scopus subject areas

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