Synlett 2014; 25(4): 515-518
DOI: 10.1055/s-0033-1340550
letter
© Georg Thieme Verlag Stuttgart · New York

Copper Triflate: An Efficient Catalyst for Direct Conversion of Secondary Alcohols into Azides

Poonam Khedar
Department of Chemistry, Birla Institute of Technology and Science, Pilani 333031 , India   Fax: +91(1596)244183   eMail: anilkumar@pilani.bits-pilani.ac.in
,
Kasiviswanadharaju Pericherla
Department of Chemistry, Birla Institute of Technology and Science, Pilani 333031 , India   Fax: +91(1596)244183   eMail: anilkumar@pilani.bits-pilani.ac.in
,
Anil Kumar*
Department of Chemistry, Birla Institute of Technology and Science, Pilani 333031 , India   Fax: +91(1596)244183   eMail: anilkumar@pilani.bits-pilani.ac.in
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Publikationsverlauf

Received: 22. Oktober 2013

Accepted after revision: 09. Dezember 2013

Publikationsdatum:
16. Januar 2014 (online)


Abstract

A simple, practical, and efficient strategy has been demonstrated for the direct synthesis of organic azides from alcohols using azidotrimethylsilane (TMSN3) as azide source in the presence of copper(II) triflate [Cu(OTf)2]. A variety of alcohols was converted into the corresponding azides in good to excellent yields. The formation of an intermediate carbocation was confirmed by the synthesis of bis(diphenylmethyl) ether.

Supporting Information