The Mitsunobu Reaction: An Alternative Synthesis of 1-(Primary Alkyl)benzotriazoles |
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| Authors: | Alan R. Katritzky Daniela C. Oniciu Ion Ghiviriga |
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| Affiliation: | Florida Center for Heterocyclic Compounds, University of Florida, Department of Chemistry , P.O.Box 117200, Gainesville, FL, 32611-7200, USA |
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| Abstract: | 1-(Primary alkyl)benzotriazoles are obtained in convenient yields by treating the corresponding alcohol with triphenylphosphine, N-bromosuccinimide and benzotriazole. Under these conditions, the alcohols gave exclusively the corresponding 1-alkyl-benzotriazoles. Allyl and propargyl alcohols also reacted regiospecifically in a typical Sn2 manner, and no products derived from prototropic rearrangement were found. |
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