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Metal‐Free Regioselective Chloroazidation of Internal Alkynes

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posted on 29.01.2019, 07:54 by Bin Huang, Raphael Liffert, Anthony Linden, Karl GademannKarl Gademann
This is a preprint of a manuscript published at Chem. Eur. J. 2019, 25, 981. DOI: 10.1002/chem.201805320

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.


Dr.Helmut Legerlotz Stiftung