Dehydration of Amides to Nitriles under Conditions of a Catalytic Appel Reaction.
| Autor: | Shipilovskikh SA; Department of Chemistry, Perm State University , Bukireva 15, Perm 614990, Russia., Vaganov VY; Department of Chemistry, Perm State University , Bukireva 15, Perm 614990, Russia., Denisova EI; Department of Chemistry, Perm State University , Bukireva 15, Perm 614990, Russia., Rubtsov AE; Department of Chemistry, Perm State University , Bukireva 15, Perm 614990, Russia., Malkov AV; Department of Chemistry, Loughborough University , Loughborough, Leicestershire LE11 3TU, U.K.; Department of Organic Chemistry, RUDN University , 6 Miklukho-Maklaya Street, Moscow 117198, Russia. |
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| Jazyk: | angličtina |
| Zdroj: | Organic letters [Org Lett] 2018 Feb 02; Vol. 20 (3), pp. 728-731. Date of Electronic Publication: 2018 Jan 10. |
| DOI: | 10.1021/acs.orglett.7b03862 |
| Abstrakt: | A highly expedient protocol for a catalytic Appel-type dehydration of amides to nitriles has been developed that employs oxalyl chloride and triethylamine along with triphenylphosphine oxide as a catalyst. The reactions are usually complete in less than 10 min with only a 1 mol % catalyst loading. The reaction scope includes aromatic, heteroaromatic, and aliphatic amides, including derivatives of α-hydroxy and α-amino acids. |
| Databáze: | MEDLINE |
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