Cycloaddition reactions between dicyclohexylboron azide and alkynes

Rebecca L. Melen; Douglas W. Stephan

doi:10.1039/C3DT00068K

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Dalton Transactions

Issue 14, 2013

The international journal for inorganic, organometallic and bioinorganic chemistry

Impact Factor 3.838 48 Issues per Year Indexed in MEDLINE

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Communication

Cycloaddition reactions between dicyclohexylboron azide and alkynes

Rebecca L. Melen^a and Douglas W. Stephan*^a

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Department of Chemistry, 80 St. George Street, Toronto, Canada
E-mail: dstephan@chem.utoronto.ca

Dalton Trans., 2013,42, 4795-4798

DOI: 10.1039/C3DT00068K
Received 08 Jan 2013, Accepted 11 Feb 2013
First published online 22 Feb 2013

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Abstract
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The room temperature 1,3-dipolar cycloaddition reactions of the boron azide, Cy₂BN₃ with the electron-poor acetylenes RCO₂C [triple bond, length as m-dash] CCO₂R, EtCCCOMe and HCCP( [double bond, length as m-dash] O)Ph₂ afforded new 1,2,3-triazoles. In the case of RCO₂CCCO₂R, a new macrocyclic product was isolated with loss of the R group.