Transition metal-free Csp3-Csp3 bond-forming reactions of N-tosylaziridines and gem-diborylalkanes

The incorporation of additional Csp3 atoms into candidate drugs may enhance their pharmacological properties. Nevertheless, it remains challenging to construct desired Csp3-Csp3 bonds efficiently and practically. The present article reports a novel Csp3-Csp3 bond-forming reaction of 2-aryl/alkyl substituted aziridines with gem-diborylalkanes under tranisiton metal free conditions. A wide range of γ-gem-diboronate esters substituted amines can be accessed in good yield and regioselectivity. The results demonstrated that various aziridines could react with gem-diborylalkanes in the presence of LiTMP as the base within 15 ​min at ambient temperature. An efficient method was developed for the efficient construction of α-arylamines with γ-gem-diboronate using LiTMP mediated Csp3-Csp3 bond-forming reactions of N-tosylaziridines and gem-diborylalkanes. [Display omitted]