Cobalt-catalyzed C(sp2)-H bond imination of phenylalanine derivatives
Lukass Lukasevics1,2, Aleksandrs Cizikovs1, Liene Grigorjeva1
1Latvian Institute of Organic Synthesis, Aizkraukles 21, Riga LV-1006, Latvia. liene_grigorjeva@osi.lv.
Abstract:
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.
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