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Updated: Feb 10, 2026

Assessing Urinary Tract Junction Obstruction Defects by Methylene Blue Dye Injection
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Cs2CO3-promoted methylene insertion into disulfide bonds using acetone as a methylene source.

Qian Chen1, Guodian Yu, Xiaofeng Wang

  • 1School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou 510006, China. qianchen@gdut.edu.cn.

Organic & Biomolecular Chemistry
|May 24, 2018
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Summary

A new method efficiently inserts methylene groups into disulfide bonds using acetone and cesium carbonate, creating valuable dithioacetals. This practical approach offers high yields and broad functional group tolerance under mild conditions.

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Area of Science:

  • Organic Chemistry
  • Synthetic Chemistry

Background:

  • Disulfide bonds are important functional groups in chemistry and biology.
  • Efficient methods for modifying disulfide bonds are crucial for synthesizing novel compounds.

Purpose of the Study:

  • To develop a novel, efficient, and practical method for methylene insertion into disulfide bonds.
  • To synthesize dithioacetals under mild, halogen-free conditions.

Main Methods:

  • Utilized acetone as a methylene source.
  • Employed cesium carbonate (Cs2CO3) as a promoter.
  • Conducted the reaction under mild, halogen-free conditions.

Main Results:

  • Achieved efficient methylene insertion into disulfide bonds.
  • Synthesized various dithioacetals with yields up to 96%.
  • Demonstrated good functional group compatibility.

Conclusions:

  • Developed a convenient and practical synthetic route to dithioacetals.
  • The Cs2CO3-promoted reaction offers a valuable tool for organic synthesis.
  • This method provides an efficient alternative for disulfide bond modification.