Regiodivergent synthesis of pyrazino-indolines vs. triazocines via α-imino carbenes addition to imidazolidines†‡
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DOI: 10.1039/d0sc05725h
Abstract: Hexahydropyrazinoindoles were prepared in a single step from N-sulfonyl triazoles and imidazolidines. Under dirhodium catalysis, α-imino carbenes were generated and formed nitrogen ylide intermediates that, after subsequent aminal opening, afforded the pyrazinoindoles predominantly via formal… read more here.
Keywords: pyrazino indolines; regiodivergent synthesis; imino; synthesis pyrazino ... See more keywords
Azide-alkyne cycloadditions with an electronically activated alkyne: indole formation via 1-aryl-1,2,3-triazole-derived imino carbenes.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d1cc06975f
Abstract: We report that the use of a diaminoalkyne in the azide-alkyne cycloaddition with aryl azides leads to 3H-indoles under mild, uncatalysed conditions. Computations reveal that N2 extrusion from, in one case, isolable triazoles is facile,… read more here.
Keywords: cycloadditions electronically; activated alkyne; alkyne cycloadditions; electronically activated ... See more keywords
Regiodivergent Synthesis of Oxadiazocines via Dirhodium-Catalyzed Reactivity of Oxazolidines and α-Imino Carbenes
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DOI: 10.1055/a-2072-4537
Abstract: Using electron-rich or electron-poor N-substituted oxazolidines as substrates, selective formation of either ammonium or oxonium ylides is possible in the presence of α-imino carbenes. As such, treatment of 5-membered oxazolidine precursors with N-sulfonyl-1,2,3-triazoles under dirhodium… read more here.
Keywords: imino carbenes; reactivity; regiodivergent synthesis; synthesis oxadiazocines ... See more keywords