Tandem synthesis of 1-formyl-1,2,3-triazoles

James T. Fletcher, Joseph A. Christensen, Eric Villa

Research output: Contribution to journalArticle

8 Scopus citations

Abstract

A tandem method for preparing 4-formyl-1,2,3-triazoles via a two-step one-pot acetal cleavage/CuAAC reaction was developed. Using this method, 4-formyl-1,2,3-triazole analogs with both electron-withdrawing and electron-donating substituents were prepared in good yield and purity. Expansion of this method to a three-step tandem reaction that incorporates an additional step of azide substitution was also successful, circumventing the need for organic azide isolation. This one-pot method, noteworthy in its simplicity and mild conditions, utilizes practical, readily available reactants and relies on protic solvent to promote acid-catalyzed acetal cleavage.

Original languageEnglish (US)
Pages (from-to)4450-4454
Number of pages5
JournalTetrahedron Letters
Volume58
Issue number47
DOIs
StatePublished - Nov 22 2017

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Tandem synthesis of 1-formyl-1,2,3-triazoles'. Together they form a unique fingerprint.

  • Cite this