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  • ALD00424 - 2-Naphthalenyl ester fluorosulfuric acid

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ALD00424 Sigma-Aldrich

2-Naphthalenyl ester fluorosulfuric acid

  • CAS Number 141694-39-5

  • Empirical Formula (Hill Notation) C10H7FO3S

  • Molecular Weight 226.22

  •  PubChem Substance ID 329772675

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Properties

Related Categories Building Blocks, Chemical Synthesis, Organic Building Blocks, Organic Sulfates/Sulfites, Sulfur Compounds More...
InChI Key   IJQQGAGYVGLLJL-UHFFFAOYSA-N
form   powder

Description

Packaging

500 mg in glass bottle

Application

The following aryl fluorosulfate can be utilized as a cross-coupling partner in Suzuki-Miyaura reactions. The standard reaction conditions for these palladium-catalyzed C-C bond formations are ligand-free and can be performed in water, at room temperature and are not air sensitive.

General description

2-Naphthalenyl ester fluorosulfuric acid is a diaryl fluorosulfate (diaryl-OSO2F). It can be synthesized with 99% yield from the reaction between phenol and sulfuryl fluoride in the presence of triethylamine. It undergoes Suzuki-Miyaura reaction with aryl boronic acid in the presence of Pd(OAc)2 and Et3N to afford the corresponding biaryl derivative.

Other Notes

Palladium-Catalyzed, Ligand-Free Suzuki Reaction in Water Using Aryl Fluorosulfates

Safety & Documentation

Safety Information

RIDADR 
UN 3261 8 / PGII

Documents

Certificate of Analysis


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Protocols & Articles
Peer-Reviewed Papers
15

References

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