A ring-expansion methodology involving multicomponent reactions: highly efficient access to polysubstituted furan-fused 1,4-thiazepine derivatives.
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Combinatorial Chemistry Techniques↗
Biomedical subjects
Hanfeng Ding
Publications and source records attributed to Hanfeng Ding.
Novel annulation reactions of aryl methyl ketenes with zwitterions derived from dimethyl acetylenedicarboxylate and N-alkylimidazoles.
[reaction: see text] A novel three-component annulation reaction involving N-alkylimidazoles, dimethyl acetylenedicarboxylate, and in situ generated aryl methyl ketenes leading to the synthesis of 6-vinyl-1,3a-diazapentalene derivatives is reported.
Journal Article↗
Facile synthesis of highly substituted 3-aminofurans from thiazolium salts, aldehydes, and dimethyl acetylenedicarboxylate.
[reaction: see text] A facile preparation of 3-aminofuran derivatives via multicomponent reactions of thiazole carbenes, aldehydes, and dimethyl acetylenedicarboxylate (DMAD) is reported. In this process, the thiazole carbenes, generated in situ from thiazolium salts, reacted with aldehydes and DMAD at -78 to 0 degree C in CH(2)Cl(2) to afford the substituted furans in moderate to good yields. Eight substituted thiazolium salts were employed as carbene precursors in the reaction. Besides aryl aldehydes, alpha,beta-unsaturated aldehydes, aliphatic aldehydes, and arenedial were also investigated and found to be applicable to this reaction.
Acetylene↗
Unexpected reaction of dimethyl acetylenedicarboxylate with in situ generated arylketenes catalyzed by 1-methylimidazole.
[reaction: see text]. An unexpected 1-methylimidazole-catalyzed reaction of dimethyl acetylenedicarboxylate (DMAD) with in situ generated arylketenes leading to the synthesis of dimethyl 2-arylidenesuccinates under mild conditions is described. A plausible mechanism has been proposed.
Journal Article↗