Site-selective amination and/or nitrilation via metal-free C(sp2)–C(sp3) cleavage of benzylic and allylic alcohols |
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| Authors: | Raghunath Reddy Anugu John R Falck |
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| Institution: | Chemistry Division, Biochemistry Dept., Pharmacology Dept., University of Texas Southwestern Medical Center, Dallas TX 75390 USA, |
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| Abstract: | Benzylic/allylic alcohols are converted via site-selective C(sp2)–C(sp3) cleavage to value-added nitrogenous motifs, viz., anilines and/or nitriles as well as N-heterocycles, utilizing commercial hydroxylamine-O-sulfonic acid (HOSA) and Et3N in an operationally simple, one-pot process. Notably, cyclic benzylic/allylic alcohols undergo bis-functionalization with attendant increases in architectural complexity and step-economy.Benzylic/allylic alcohols are converted via site-selective C(sp2)–C(sp3) cleavage to value-added nitrogenous motifs, viz., anilines and/or nitriles as well as N-heterocycles, utilizing commercial hydroxylamine-O-sulfonic acid (HOSA) and Et3N in an operationally simple, one-pot process. |
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