Regioselective iodoazidation of alkynes: synthesis of α,α-diazidoketones.

Org Lett

Faculty of Pharmaceutical Sciences, Hiroshima International University, 5-1-1 Hirokoshingai, Kure, Hiroshima 737-0112, Japan.

Published: March 2015

Aryl alkyl alkynes reacted with N-iodosuccinimide (NIS) and trimethylsilyl azide (TMSN3), leading to α,α-diazidoketones via the regioselective addition of IN3 to alkynes. Huisgen cyclization of α,α-diazidoketones generated bis-triazole compounds.

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http://dx.doi.org/10.1021/acs.orglett.5b00395DOI Listing

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