Yan Ziqiang, Li Yuanheng, Ma Mingming
CAS Key Laboratory of Soft Matter Chemistry, Hefei National Laboratory for Physical Sciences at Microscale , University of Science and Technology of China , Hefei , Anhui 230026 , China.
Org Lett. 2019 Sep 20;21(18):7204-7208. doi: 10.1021/acs.orglett.9b02089. Epub 2019 Jul 18.
A novel solvent-directed click reaction between active methylene compounds and azido-1,3,5-triazines has been developed. In aqueous solution, the regiospecific trisubstituted 1,2,3-triazole products are quickly synthesized in high yields under mild conditions and easy to separate without column chromatography. This click reaction is controlled by the protonation of a nitrogen anion intermediate, and the postulated mechanism is substantiated by DFT calculations.
