Cobalt-Catalyzed C(sp2)–H Bond Imination of Phenylalanine Derivatives

Chemical Communications 2022
Lūkass Tomass Lukašēvics, Aleksandrs Čižikovs, Liene Grigorjeva

Herein we report the cobalt-catalyzed, picolinamide-directed C-H bond imination protocol of phenylalanine derivatives using isocyanides and a Co(dpm)2 catalyst. A wide range of functional groups were tolerated under the reaction conditions, yielding imines in high yields. The obtained imine products can easily be transformed to 1-aminoisoquinoline derivatives under reductive conditions, providing an attractive alternative to already existing methodologies. The control experiments indicated that C-H activation might occur via an electrophilic pathway.

Keywords
H/N-H Functionalization, C-H, Efficient Synthesis, Activation, Annulation, Isoquinolines, Amidines, Alkynes, Potent
DOI
10.1039/d2cc02334b
Hyperlink
https://pubs.rsc.org/en/content/articlelanding/2022/CC/D2CC02334B

Lukašēvics, L., Čižikovs, A., Grigorjeva, L. Cobalt-Catalyzed C(sp2)–H Bond Imination of Phenylalanine Derivatives. Chemical Communications, 2022, Vol. 58, No. 70, pp.9754-9757. ISSN 1359-7345. e-ISSN 1364-548X. Available from: doi:10.1039/d2cc02334b

Publication language
English (en)