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Metal‐Free Regioselective Chloroazidation of Internal Alkynes

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preprint
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

Abstract:
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.

Funding

Dr.Helmut Legerlotz Stiftung

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