Chlorotrimethylsilane-nitrate salts as oxidants: direct oxidative conversion of thiols and disulfides to sulfonyl chlorides.

doi:10.1021/JO070907G

Paper

Chlorotrimethylsilane-nitrate salts as oxidants: direct oxidative conversion of thiols and disulfides to sulfonyl chlorides.

Published Jun 22, 2007 · G. Prakash, T. Mathew, Chiradeep Panja

The Journal of organic chemistry

Q2 SJR score

75

Citations

1

Influential Citations

Full textSemantic Scholar

Abstract

A mixture of nitrate salt and chlorotrimethylsilane is found to be a mild and efficient reagent for the direct oxidative conversion of thiols (1) and disulfides (2) to the corresponding sulfonyl chlorides (3) in excellent yields through oxidative chlorination. Sulfides and sulfoxides were also found to undergo oxidation to sulfones under similar reaction conditions. In most cases these reactions are highly selective, simple, and clean, affording products in high yield and purity.

Highly Cited

Study Snapshot

A mixture of nitrate salt and chlorotrimethylsilane effectively converts thiols and disulfides to sulfonyl chlorides in high yields, with sulfides and sulfoxides also undergoing oxidation to sulfones.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Sign up to use Study Snapshot

Consensus is limited without an account. Create an account or sign in to get more searches and use the Study Snapshot.

Create an account

Paper

Chlorotrimethylsilane-nitrate salts as oxidants: direct oxidative conversion of thiols and disulfides to sulfonyl chlorides.

Sign up to use Study Snapshot

References

Citations

Synthesis of sulfonated naphthols via metal-free oxidative coupling of beta-tetralone and sodium sulfinates

Metal-free oxidative coupling of beta-tetralone and sodium sulfinates efficiently synthesizes sulfonated naphthols with good to excellent yields and tolerance for various functional groups.

Copper-Catalyzed Vicinal Thiocyanosulfonylation of Alkenes and Alkynes.

Copper-catalyzed radical thiocyanosulfonylation of alkenes and alkynes with potassium thiocyanate and sodium phenylsulfinate effectively synthesizes -thiocyanoalkyl sulfones and -

Promising anti-proliferative indolic benzenesulfonamides alter mechanisms with sulfonamide nitrogen substituents.

New indolic benzenesulfonamide derivatives show potential as anti-proliferative agents, with different mechanisms depending on the bridge substituents, offering potential for further development as cancer drugs.

Synthetic Approaches to the New Drugs Approved During 2021.

This review highlights the most likely synthetic approaches to 35 new drugs approved in 2021, providing insights into molecular recognition and potential leads for future medicines.

Synthesis of [2H5]baricitinib via [2H5]ethanesulfonyl chloride

This study developed a simple synthetic route to deuterated [2H5]baricitinib, a potential COVID-19 treatment, with a 29% overall yield and optimized synthesis of [2H5]ethanesulfonyl chloride.

Facile Synthesis of Sulfonyl Chlorides/Bromides from Sulfonyl Hydrazides

This study presents a simple, rapid method for efficient synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazide with NXS (X = Cl or Br) and late-stage conversion to various functional groups, enabling the synthesis of complex s

Design, solvent-free synthesis and antibacterial activity evaluation of new coumarin sulfonamides

A simple, green method for synthesizing novel coumarin sulfonamides has been developed, yielding high-quality products with promising antibacterial properties.