Metal-Free Regioselective Chloroazidation of Internal Alkynes.
Bin HuangRaphael LiffertAnthony LindenKarl GademannPublished in: Chemistry (Weinheim an der Bergstrasse, Germany) (2018)
A metal-free, room temperature protocol for the regioselective chloroazidation of internal alkynes is disclosed. The reactions of internal alkynes with trimethylsilyl azide (TMSN3 ) in the presence of 1,3-dichloro-5,5-dimethylhydantoin (DCDMH) afforded the corresponding chloroazidoalkenes in good yields. This reaction has good functional group tolerance and is operationally simple.