Regioselective trapping of terminal di-, tri-, and tetraynes with benzyl azide.
[Structure: see text] The reaction of benzyl azide with terminal di-, tri-, and tetraynes appended with a range of functional groups has been explored. Standard reaction conditions for BnN3 catalyzed by CuSO4.5H2O gave alkynyl, butadiynyl, and hexatriynyl triazoles in moderate to good yields. The reaction proceeds regioselectively as determined by the X-ray crystallographic analysis of three derivatives (1c, 1d, and 3c), and no evidence of multiple azide addition to the polyyne framework is observed.
Luu
Thanh
T
Department of Chemistry, University of Alberta, Edmonton AB T6G 2G2, Canada.
McDonald
Robert
R
Tykwinski
Rik R
RR