Nef-isocyanide adducts as useful synthons in a novel synthesis of functionalized 5-imino-2-thioxothiazolidines

The Nef Reaction of Isocyanides

“…Electrophilic acyl chlorides such as ethyl or methyl oxalyl chlorides reacted within minutes with isocyanides under neat conditions. 21,22 Trifluoroacetic anhydride was best used in dichloromethane at -60°C. 16 Experiments with other acylating agents have shown that acyl bromides were more reactive than the corresponding chlorides.…”

“…46 Iminothioxothiazolidines 129 were obtained similarly, using the adduct 126 obtained from the reaction of carbon sulfide with a primary amine (Scheme 31). 22 The ability of highly electrophilic groups to stabilize tetrahedral adducts was further illustrated with the Nef reaction of trifluoroacetic anhydride. When the reaction was performed at 0°C with tert-butylisocyanide, the reaction was poorly selective, with predominant formation of the 1:2 addition product 131 (Scheme 32).…”

One‐Pot Pseudo Five‐Component Synthesis of Some New bis(Quinazolinon‐4(1H)‐one) Derivatives

“…Multicomponent reactions have prolate the consideration of organic chemists for preparation highly functionalized organic compounds and pharmaceutical important heterocycles in a one‐pot, expedient and atom‐economical way .…”

An Efficient One‐Pot Four‐Component Synthesis of Some New Spirooxindole Dihydropyridine Using Alum as a Heterogeneous Green Catalyst

“…Multicomponent reactions have prolate the consideration of organic chemists for preparation highly functionalized organic compounds and pharmaceutical important heterocycles in a one-pot, expedient, and atom-economical way [40][41][42].…”