112087-54-4Relevant academic research and scientific papers
Formal Allylic C(sp3)-H Bond Activation of Alkenes Triggered by a Sodium Amide
Bao, Wei,Kossen, Hanno,Schneider, Uwe
, p. 4362 - 4365 (2017)
The catalytic use of a sodium amide has been exploited for formal allylic C(sp3)-H bond activation of alkenes under mild conditions. Subsequent C-C bond formations with imines have proceeded in high yields with complete regioselectivity and excellent geometric selectivity. Aromatic cyano, chloro, and bromo functionalities are tolerated by the transition metal-free catalyst. Complex amines bearing a CC double bond and distinct heteroaromatic units have been prepared in a single step. The critical importance of sodium versus other s-, p-, d-, and f-block metals as well as metal-free systems has been revealed. In addition, two catalytically active sodium-based intermediates were detected by NMR and HRMS analyses.
