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Preparation of 1H‐1,2,3‐Triazoles by Cuprous Ion Mediated Cycloaddition of Terminal Alkyne and Sodium Azide
Author(s) -
Lu LiHui,
Wu JiaHao,
Yang ChiaHsi
Publication year - 2008
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.200800061
Subject(s) - alkyne , chemistry , sodium azide , azide , inert gas , cycloaddition , sodium , yield (engineering) , chloride , inorganic chemistry , medicinal chemistry , polymer chemistry , catalysis , organic chemistry , metallurgy , materials science
1H‐1,2,3‐triazoles can be prepared in good yield by the reaction of terminal alkyne and sodium azide in the presence of cuprous chloride at a temperature higher than 70°C. The alkyne is unactivated and the reaction has to be carried out under inert gas. At room temperature, the reaction first gives a Cu(I)‐azide complex which is converted to a Cu‐alkyne complex when the temperature is raised to higher than 70°C. The reaction of Cu(I)‐alkyne complex and azide ion dissociated from or coordinated to Cu(I) then gives 1H‐1,2,3‐triazoles.