Continuous-flow synthesis of trimethylsilylphenyl perfluorosulfonate benzyne precursors

Boris Michel; Michael F. Greaney

doi:10.1021/ol500959e

Continuous-flow synthesis of trimethylsilylphenyl perfluorosulfonate benzyne precursors

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

Abstract

2-(Trimethylsilyl)phenyl perfluorosulfonated aryne precursors may now be accessed using flow chemistry, enabling the fast preparation of pure compounds with no requirement for low temperature lithiation or column chromatography. The process has been adapted to novel nonaflate precursors, utilizing the cheaper and more user-friendly nonaflyl fluoride reagent. The resultant nonaflates are shown to successfully participate in a range of aryne reaction classes. © 2014 American Chemical Society.

Original language	English
Pages (from-to)	2684-2687
Number of pages	3
Journal	Organic Letters
Volume	16
Issue number	10
DOIs	https://doi.org/10.1021/ol500959e
Publication status	Published - 16 May 2014

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title = "Continuous-flow synthesis of trimethylsilylphenyl perfluorosulfonate benzyne precursors",

abstract = "2-(Trimethylsilyl)phenyl perfluorosulfonated aryne precursors may now be accessed using flow chemistry, enabling the fast preparation of pure compounds with no requirement for low temperature lithiation or column chromatography. The process has been adapted to novel nonaflate precursors, utilizing the cheaper and more user-friendly nonaflyl fluoride reagent. The resultant nonaflates are shown to successfully participate in a range of aryne reaction classes. {\textcopyright} 2014 American Chemical Society.",

author = "Boris Michel and Greaney, {Michael F.}",

year = "2014",

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doi = "10.1021/ol500959e",

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AU - Michel, Boris

AU - Greaney, Michael F.

PY - 2014/5/16

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N2 - 2-(Trimethylsilyl)phenyl perfluorosulfonated aryne precursors may now be accessed using flow chemistry, enabling the fast preparation of pure compounds with no requirement for low temperature lithiation or column chromatography. The process has been adapted to novel nonaflate precursors, utilizing the cheaper and more user-friendly nonaflyl fluoride reagent. The resultant nonaflates are shown to successfully participate in a range of aryne reaction classes. © 2014 American Chemical Society.

AB - 2-(Trimethylsilyl)phenyl perfluorosulfonated aryne precursors may now be accessed using flow chemistry, enabling the fast preparation of pure compounds with no requirement for low temperature lithiation or column chromatography. The process has been adapted to novel nonaflate precursors, utilizing the cheaper and more user-friendly nonaflyl fluoride reagent. The resultant nonaflates are shown to successfully participate in a range of aryne reaction classes. © 2014 American Chemical Society.

U2 - 10.1021/ol500959e

DO - 10.1021/ol500959e

M3 - Article

SN - 1523-7052

VL - 16

SP - 2684

EP - 2687

JO - Organic Letters

JF - Organic Letters

IS - 10

ER -

Continuous-flow synthesis of trimethylsilylphenyl perfluorosulfonate benzyne precursors

Abstract

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