Open AccessArylation of Click Triazoles with Diaryliodonium Salts
Author(s) -
Miha Virant,
Janez Košmrlj
Publication year - 2019
Publication title -
the journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.2
H-Index - 228
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/acs.joc.9b02197
Subject(s) - chemistry , mesoionic , click chemistry , salt (chemistry) , sodium azide , carbene , combinatorial chemistry , alkyne , pyridine , sodium salt , triazole , catalysis , sodium , organic chemistry , inorganic chemistry
A robust, selective, and highly efficient method for the preparation of 1,3,4-triaryl 1,2,3-triazolium salts has been developed. It features arylation of a click triazole with a diaryliodonium salt in the presence of a copper catalyst under neat conditions. The presence of pyridine functionality is tolerated, enabling the first access to key precursors of pyridyl-mesoionic carbene ligands. The method has been integrated into a one-pot protocol with terminal alkyne, sodium azide, and diaryliodonium salt as starting compounds.
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