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A Simple, General Synthesis of Carbonimidic Dichlorides
Claire M Gober1, Hoang V Le, Bruce Ganem
1Department of Chemistry & Chemical Biology, Baker Laboratory, Cornell University, Ithaca, NY 14853-1301.
Tetrahedron Letters
|August 7, 2012
Summary
Sulfuryl chloride efficiently converts aliphatic and aromatic isonitriles into dichlorides. This method avoids unwanted byproducts from free-radical substitution reactions, offering a clean synthetic route.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
Background:
- Isonitriles are versatile organic compounds.
- Developing efficient synthetic routes is crucial in organic chemistry.
Purpose of the Study:
- To establish a general and efficient method for synthesizing dichlorides from isonitriles.
- To investigate the reaction of isonitriles with sulfuryl chloride.
Main Methods:
- Reaction of aliphatic and aromatic isonitriles with sulfuryl chloride.
- Analysis of reaction products to identify dichlorides and byproducts.
Main Results:
- The reaction yields the corresponding dichlorides with high efficiency.
- No byproducts from free-radical substitution were observed, indicating a clean reaction pathway.
Conclusions:
- The reaction of isonitriles with sulfuryl chloride is a superior method for preparing dichlorides.
- This synthetic route offers a general, efficient, and clean approach for organic synthesis.
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