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Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
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Transition-metal-free catalytic synthesis of 1,5-diaryl-1,2,3-triazoles

Sen W Kwok1, Joseph R Fotsing, Rebecca J Fraser

  • 1The Scripps Research Institute, La Jolla, California 92037, USA.

Organic Letters
|September 10, 2010
PubMed

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Treating arylamines with nitrous acid gives aryldiazonium salts that are effective substrates in nucleophilic aromatic substitution reactions. The diazonio group in these salts can be easily displaced by different nucleophiles, yielding a wide variety of substituted benzenes. The leaving group departs as nitrogen gas, and this easy elimination is the driving force for the substitution reaction.
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