在深共熔溶剂中通过苯甲酰叠氮化物实现功能化嘧啶和咪唑的区域发散性合成。

Regiodivergent synthesis of functionalized pyrimidines and imidazoles through phenacyl azides in deep eutectic solvents.

作者信息

Vitale Paola, Cicco Luciana, Cellamare Ilaria, Perna Filippo M, Salomone Antonio, Capriati Vito

机构信息

Dipartimento di Farmacia-Scienze del Farmaco, Università di Bari "Aldo Moro", Consorzio C.I.N.M.P.I.S., Via E. Orabona 4, I-70125 Bari, Italy.

Dipartimento di Scienze e Tecnologie Biologiche ed Ambientali, Università del Salento, Prov.le Lecce-Monteroni, 73100 Lecce, Italy.

出版信息

Beilstein J Org Chem. 2020 Aug 5;16:1915-1923. doi: 10.3762/bjoc.16.158. eCollection 2020.

We report that phenacyl azides are key compounds for a regiodivergent synthesis of valuable, functionalized imidazole (32-98% yield) and pyrimidine derivatives (45-88% yield), with a broad substrate scope, when using deep eutectic solvents [choline chloride (ChCl)/glycerol (1:2 mol/mol) and ChCl/urea (1:2 mol/mol)] as environmentally benign and non-innocent reaction media, by modulating the temperature (25 or 80 °C) in the presence or absence of bases (EtN).