Synthesis of Eight-, Nine-, and Ten-Membered, Nitrogen-Containing Quinone-Fused Heterocycles
14 December 2006 (eFirst)
A series of allylamino-, diallylamino-, homoallylamino- and bishomoallylamino naphthoquinones were synthesized. Ruthenium-mediated ring-closing metathesis (RCM) efficiently converted these substrates into novel eight-, nine-, and ten-membered quinone-fused heterocycles. Hydro-derivatives of diazacine, diazonine, and diazecine were isolated and characterized.
naphthoquinone - ring-closing metathesis - cyclization - heterocycles - diazacines - diazecines - diazonines