Arynes in green solvent: employing <i>o</i> -silylaryl triflates with propylene carbonate

Arynes generated from <i>o</i>-silylaryl triflate precursors are shown to engage with a range of arynophiles in propylene carbonate solvent. Possessing similar physicochemical properties to acetonitrile, propylene carbonate is found to be an effective direct solvent replacement, affording similar yields and promoting increased reaction rates. This is the first time that arynes have been used in conjunction with green and sustainable cyclic carbonate solvents.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob00273g
Primary Topic
Cyclization and Aryne Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Arynes in green solvent: employing o -silylaryl triflates with propylene carbonate

Heike Friedrich, Christopher R. Jones, Khushal Siddiq, Najwa Arafah et al.
Organic & Biomolecular Chemistry
Cyclization and Aryne Chemistry
article

Arynes in green solvent: employing o -silylaryl triflates with propylene carbonate

Heike Friedrich, Christopher R. Jones, Khushal Siddiq, Najwa Arafah, Roland Kulanda, Laura Guadalupe Aguilar-Sanchez
article en

Abstract

Arynes generated from <i>o</i>-silylaryl triflate precursors are shown to engage with a range of arynophiles in propylene carbonate solvent. Possessing similar physicochemical properties to acetonitrile, propylene carbonate is found to be an effective direct solvent replacement, affording similar yields and promoting increased reaction rates. This is the first time that arynes have been used in conjunction with green and sustainable cyclic carbonate solvents.

Organic & Biomolecular ChemistryVol. 23(19)
Queen Mary University of London (GB)
Deutscher Akademischer Austauschdienst
Openalex Percentile: Top 94%
Cyclization and Aryne Chemistry
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