在多聚磷酸中，硝基烷烃的亲电活化作用是否涉及腈氧化物的形成？

Does electrophilic activation of nitroalkanes in polyphosphoric acid involve formation of nitrile oxides?

作者信息

Aksenov Alexander V, Aksenov Nicolai A, Kirilov Nikita K, Skomorokhov Anton A, Aksenov Dmitrii A, Kurenkov Igor A, Sorokina Elena A, Nobi Mezvah A, Rubin Michael

机构信息

Department of Chemistry, North Caucasus Federal University 1a Pushkin St. Stavropol 355017 Russia

Organic Chemistry Department, Peoples' Friendship University of Russia (RUDN University) 6, Miklukho-Maklaya St. Moscow 117198 Russian Federation.

出版信息

RSC Adv. 2021 Nov 4;11(57):35937-35945. doi: 10.1039/d1ra06503c.

The mechanistic rationale involving activation of nitroalkanes towards interaction with nucleophilic reagents in the presence of polyphosphoric acid (PPA) was re-evaluated. Could nitrile oxide moieties be formed during this process? This experiment demonstrates that at least in some cases this could happen, as generated nitrile oxides were successfully intercepted as adducts of [3 + 2] cycloadditions.