1,2,3-Triazole N(2)-chelated C–S coupling: Access to ortho methylthiolated 1,2,3-triazoles

Abstract

CuF₂-mediated selective C-S coupling of 1,4-disubstituted 1,2,3-triazole halides using the widely available DMSO as the methylthiolation reagent were achieved through the chelation of N(2) atom in triazole ring. The ortho- C-halogen bond in N(1) aryl was selectively coupled, while other C-halogen bonds remained, generating 1,4- disubstituted 1,2,3-triazoles bearing aryl methyl thioether fragment.

Graphical Abstract

Keywords:

• CuF2-mediated
• DMSO
• methylthiolation
• 1,2,3-triazoles

Additional information

Funding

We are grateful for the financial support provided by the National Natural Science Foundation of China (Grant Nos. 21662020 and 21764008).