A traceless perfluorooctylsulfonyl tag for deoxygenation of phenols under microwave irradiation

Wei Zhang; Tadamichi Nagashima; Yimin Lu; Christine Hiu Tung Chen

doi:10.1016/j.tetlet.2004.04.115

A traceless perfluorooctylsulfonyl tag for deoxygenation of phenols under microwave irradiation

Wei Zhang
, Tadamichi Nagashima
, Yimin Lu
, Christine Hiu Tung Chen

Chemistry

University of Pittsburgh

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

Abstract

The perfluorooctylsulfonyl group is introduced as a traceless tag for solution-phase palladium-catalyzed deoxygenation reactions. The synthetic efficiency is improved by microwave irradiation for reaction and fluorous solid-phase extraction for separation. Further application of this traceless tag for multistep synthesis of substituted hydantoin and pyrimidine is also described.

Original language	English
Pages (from-to)	4611-4613
Number of pages	3
Journal	Tetrahedron Letters
Volume	45
Issue number	24
DOIs	https://doi.org/10.1016/j.tetlet.2004.04.115
State	Published - Jun 7 2004

ASJC Scopus Subject Areas

Biochemistry
Drug Discovery
Organic Chemistry

Keywords

Fluorous synthesis
Microwave
Perfluorooctylsulfonylfluoride
Solid-phase extraction
Traceless tag

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10.1016/j.tetlet.2004.04.115

Cite this

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title = "A traceless perfluorooctylsulfonyl tag for deoxygenation of phenols under microwave irradiation",

abstract = "The perfluorooctylsulfonyl group is introduced as a traceless tag for solution-phase palladium-catalyzed deoxygenation reactions. The synthetic efficiency is improved by microwave irradiation for reaction and fluorous solid-phase extraction for separation. Further application of this traceless tag for multistep synthesis of substituted hydantoin and pyrimidine is also described.",

keywords = "Fluorous synthesis, Microwave, Perfluorooctylsulfonylfluoride, Solid-phase extraction, Traceless tag",

author = "Wei Zhang and Tadamichi Nagashima and Yimin Lu and Chen, \{Christine Hiu Tung\}",

year = "2004",

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T1 - A traceless perfluorooctylsulfonyl tag for deoxygenation of phenols under microwave irradiation

AU - Zhang, Wei

AU - Nagashima, Tadamichi

AU - Lu, Yimin

AU - Chen, Christine Hiu Tung

PY - 2004/6/7

Y1 - 2004/6/7

N2 - The perfluorooctylsulfonyl group is introduced as a traceless tag for solution-phase palladium-catalyzed deoxygenation reactions. The synthetic efficiency is improved by microwave irradiation for reaction and fluorous solid-phase extraction for separation. Further application of this traceless tag for multistep synthesis of substituted hydantoin and pyrimidine is also described.

AB - The perfluorooctylsulfonyl group is introduced as a traceless tag for solution-phase palladium-catalyzed deoxygenation reactions. The synthetic efficiency is improved by microwave irradiation for reaction and fluorous solid-phase extraction for separation. Further application of this traceless tag for multistep synthesis of substituted hydantoin and pyrimidine is also described.

KW - Fluorous synthesis

KW - Microwave

KW - Perfluorooctylsulfonylfluoride

KW - Solid-phase extraction

KW - Traceless tag

UR - https://www.scopus.com/pages/publications/2442647460

UR - https://www.scopus.com/pages/publications/2442647460#tab=citedBy

U2 - 10.1016/j.tetlet.2004.04.115

DO - 10.1016/j.tetlet.2004.04.115

M3 - Article

AN - SCOPUS:2442647460

SN - 0040-4039

VL - 45

SP - 4611

EP - 4613

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 24

ER -

A traceless perfluorooctylsulfonyl tag for deoxygenation of phenols under microwave irradiation

Abstract

ASJC Scopus Subject Areas

Keywords

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