Isocyanide-based MCRs: Diastereoselective cascade synthesis of perfluoroalkylated pyrano[3,4-c]pyrrole derivatives

Recent advances in the application of alkynes in multicomponent reactions

“…It should be noted that the Scheme 90 Synthesis of perfluoroalkyl derivatives 215 without a catalyst. 90 Scheme 91 Possible reaction mechanism for the synthesis of perfluoroalkyl-containing pyrano[3,4-c]pyrroles. 90 reaction was performed in the presence of chrysocolla, brochantite, azurite, and malachite in PhMe under reux for 20 h and the corresponding propargylamines were obtained in 36% to 96% yield (Scheme 94).…”

“…Yang and co-workers 90 synthesized perfluoroalkyl-containing pyrano[3,4- c ]pyrroles 215 via the reaction among methyl perfluoroalk-2-ynoate derivatives 214, 3-aroyl (or heteroyl) acrylic acid derivatives 212, and isocyanide derivatives 213 in MeCN at room temperature for 12 h ( Scheme 90 ).…”

“…90 Scheme 91 Possible reaction mechanism for the synthesis of perfluoroalkyl-containing pyrano[3,4-c]pyrroles. 90 reaction was performed in the presence of chrysocolla, brochantite, azurite, and malachite in PhMe under reux for 20 h and the corresponding propargylamines were obtained in 36% to 96% yield (Scheme 94). Firstly, various benzaldehyde derivatives with phenylacetylene and morpholine were tested and the results showed that aldehydes with either electron-donating or -withdrawing groups on the phenyl ring produced the desired propargylamine derivatives in 21% to 92% yield.…”