期刊
SYNTHESIS-STUTTGART
卷 50, 期 15, 页码 3022-3030出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0037-1610134
关键词
copper catalysis; photocatalysis; radical cyclization; ynamides; cyanamides; rosettacin; luotonin A; deoxyvasicinone
资金
- Universite libre de Bruxelles (ULB)
- Federation Wallonie-Bruxelles (ARC Consolidator)
- Fonds pour la formation a la Recherche dans l'Industrie et dans l'Agriculture (F.R.I.A.)
A general and efficient procedure for the copper-catalyzed photoinduced radical domino cyclization of ynamides and cyanamides providing an efficient access to complex tri-, tetra- and pentacyclic nitrogen heterocycles is reported. Upon visible light irradiation in the presence of catalytic amounts of [(DPEphos)(bcp)Cu]PF (6) and an amine, a range of unactivated aryl and alkyl iodides were shown to be smoothly transformed to the corresponding radical species, initiating the radical domino cyclization. This procedure provides a unified entry to rosettacin, luotonin A, and deoxyvasicinone that could be efficiently prepared in a limited number of steps.
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