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Metal Free Regioselective Chloroazidation of Internal Alkynes


Huang, Bin; Liffert, Raphael; Linden, Anthony; Gademann, Karl (2018). Metal Free Regioselective Chloroazidation of Internal Alkynes. Chemistry - A European Journal:Epub ahead of print.

Abstract

A metal‐free, room temperature protocol for the regioselective chloroazidation of internal alkynes is disclosed. The reactions of internal alkynes with trimethylsilyl azide (TMS‐N3) in the presence of 1,3‐dichloro‐5,5‐dimethylhydantoin (DCDMH) afforded the corresponding chloroazidoalkenes in good yields. This reaction displays good functional group tolerance and is operationally simple.

Abstract

A metal‐free, room temperature protocol for the regioselective chloroazidation of internal alkynes is disclosed. The reactions of internal alkynes with trimethylsilyl azide (TMS‐N3) in the presence of 1,3‐dichloro‐5,5‐dimethylhydantoin (DCDMH) afforded the corresponding chloroazidoalkenes in good yields. This reaction displays good functional group tolerance and is operationally simple.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Uncontrolled Keywords:General Chemistry
Language:English
Date:24 October 2018
Deposited On:22 Nov 2018 06:43
Last Modified:01 Oct 2019 14:40
Publisher:Wiley-VCH Verlag
ISSN:0947-6539
OA Status:Green
Publisher DOI:https://doi.org/10.1002/chem.201805320

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