A highly efficient microwave-assisted Suzuki coupling reaction of aryl perfluorooctylsulfonates with boronic acids

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

doi:10.1021/ol0496428

A highly efficient microwave-assisted Suzuki coupling reaction of aryl perfluorooctylsulfonates with boronic acids

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

Chemistry

University of Pittsburgh

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

Abstract

A new strategy to improve the efficiency of Suzuki coupling reactions is introduced by combining fast microwave reaction with easy fluorous separation. Aryl perfluorooctylsulfonates derived from the corresponding phenols are coupled with aryl boronic acids to form biaryls under general microwave conditions. Both intermediates and products are purified by solid-phase extraction over Fluoro Flash silica gel. Application of this tagging strategy to multistep synthesis of biaryl-substituted hydantoin is also described.

Original language	English
Pages (from-to)	1473-1476
Number of pages	4
Journal	Organic Letters
Volume	6
Issue number	9
DOIs	https://doi.org/10.1021/ol0496428
State	Published - Apr 29 2004

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol0496428

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abstract = "A new strategy to improve the efficiency of Suzuki coupling reactions is introduced by combining fast microwave reaction with easy fluorous separation. Aryl perfluorooctylsulfonates derived from the corresponding phenols are coupled with aryl boronic acids to form biaryls under general microwave conditions. Both intermediates and products are purified by solid-phase extraction over Fluoro Flash silica gel. Application of this tagging strategy to multistep synthesis of biaryl-substituted hydantoin is also described.",

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T1 - A highly efficient microwave-assisted Suzuki coupling reaction of aryl perfluorooctylsulfonates with boronic acids

AU - Zhang, Wei

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AU - Lu, Yimin

AU - Nagashima, Tadamichi

PY - 2004/4/29

Y1 - 2004/4/29

N2 - A new strategy to improve the efficiency of Suzuki coupling reactions is introduced by combining fast microwave reaction with easy fluorous separation. Aryl perfluorooctylsulfonates derived from the corresponding phenols are coupled with aryl boronic acids to form biaryls under general microwave conditions. Both intermediates and products are purified by solid-phase extraction over Fluoro Flash silica gel. Application of this tagging strategy to multistep synthesis of biaryl-substituted hydantoin is also described.

AB - A new strategy to improve the efficiency of Suzuki coupling reactions is introduced by combining fast microwave reaction with easy fluorous separation. Aryl perfluorooctylsulfonates derived from the corresponding phenols are coupled with aryl boronic acids to form biaryls under general microwave conditions. Both intermediates and products are purified by solid-phase extraction over Fluoro Flash silica gel. Application of this tagging strategy to multistep synthesis of biaryl-substituted hydantoin is also described.

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JO - Organic Letters

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A highly efficient microwave-assisted Suzuki coupling reaction of aryl perfluorooctylsulfonates with boronic acids

Abstract

ASJC Scopus Subject Areas

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