Thermolysis-Induced Two- or Multicomponent Tandem Reactions Involving Isocyanides and Sulfenic-Acid-Generating Sulfoxides: Access to Diverse Sulfur-Containing Functional Scaffolds.

doi:10.1021/acs.orglett.7b03593

Paper

Thermolysis-Induced Two- or Multicomponent Tandem Reactions Involving Isocyanides and Sulfenic-Acid-Generating Sulfoxides: Access to Diverse Sulfur-Containing Functional Scaffolds.

Published Jan 23, 2018 · Sheng-Wen Wu, Xiaofang Lei, E. Fan

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25

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0

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Abstract

Direct reaction of isocyanides with some sulfenic-acid-generating sulfoxides led to the effective formation of the corresponding thiocarbamic acid S-esters in good to high yields. A multicomponent reaction involving isocyanide, sulfoxide, and a suitable nucleophile has also been developed, providing ready access to a diverse range of sulfur-containing compounds, including isothioureas, carbonimidothioic acid esters, and carboximidothioic acid esters.

Study Snapshot

Thermolysis-induced two- or multicomponent reactions involving isocyanides and sulfenic-acid-generating sulfoxides effectively produce diverse sulfur-containing compounds, including isothioureas, carbonimidothioic acid esters, and carboximido

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Thermolysis-Induced Two- or Multicomponent Tandem Reactions Involving Isocyanides and Sulfenic-Acid-Generating Sulfoxides: Access to Diverse Sulfur-Containing Functional Scaffolds.

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References

Citations

Photocatalyst/metal-free sequential C–N/C–S bond formation: Synthesis of S-arylisothioureas via photoinduced EDA complex activation

This photocatalyst-free method for S-arylisothiourea synthesis under mild conditions offers rapid, efficient, and environmentally friendly synthesis with readily available raw materials and minimal waste.

One-pot four-component synthesis of novel isothiourea-ethylene-tethered-piperazine derivatives

This study developed a metal-free, one-pot method for synthesis of isothiourea-ethylene-tethered-piperazine derivatives in good to high yields using various DABCO salts and secondary amines.

Sulfoxides and disulfides from sulfenic acids: Synthesis and applications

Sulfenic acid intermediacy offers an unusual source of sulfoxides and disulfides, with potential applications in biological, medical, and materials science fields.

Recent Advances in the Electrochemical Functionalization of Isocyanides

Electrochemical functionalization of isocyanides offers a green and powerful tool for enriching structural diversity in organic synthesis, using electric current as a clean and safe redox equivalent to toxic chemical oxidants.

A Unified Approach for the Synthesis of Isourea and Isothiourea from Isonitrile and N,N-Dibromoarylsulfonamides.

This unified approach enables the synthesis of isourea and isothiourea from isonitrile and N,N-dibromoarylsulfonamides, with good to high yields and wide substrate scope.