37714-64-0Relevant articles and documents
Carbene radicals in cobalt(II)-porphyrin-catalysed carbene carbonylation reactions; A catalytic approach to ketenes
Paul, Nanda D.,Chirila, Andrei,Lu, Hongjian,Zhang, X. Peter,Debruin, Bas
supporting information, p. 12953 - 12958 (2013/10/01)
One-pot radicals: Cobalt(III)-carbene radicals, generated by metallo-radical activation of diazo compounds and N-tosylhydrazone sodium salts with cobalt(II) complexes of porphyrins, readily undergo radical addition to carbon monoxide, allowing the catalytic production of ketenes. These ketenes subsequently react with various amines, alcohols and imines in one-pot tandem transformations to produce differently substituted amides, esters and β-lactams in good isolated yields. Copyright
Synthesis of carbamoylacetates from α-iodoacetate, CO, and amines under Pd/light combined conditions
Sumino, Shuhei,Fusano, Akira,Fukuyama, Takahide,Ryu, Ilhyong
experimental part, p. 1331 - 1334 (2012/07/13)
We developed a novel synthetic method of carbamoylacetates from -iodoacetate, carbon monoxide, and amines under photoirradiation conditions in the presence of a Pd catalyst. This reaction likely proceeds via interplay of radical and organopalladium species. Georg Thieme Verlag Stuttgart · New York.
Nucleophilic substitution accompanying carbon-carbon bond cleavage assisted by a nitro group
Nakaike, Yumi,Taba, Noriko,Itoh, Shinobu,Tobe, Yoshito,Nishiwaki, Nagatoshi,Ariga, Masahiro
experimental part, p. 2413 - 2417 (2009/09/08)
A 2-nitrated 3-oxoester reacted with amines or alcohols to afford unsymmetrical malonic acid derivatives as a result of nucleophilic substitution accompanying C-C bond cleavage. The 2-nitrated 3-oxoester easily formed ammonium salts with amines. When the amine is liberated from the salt under equilibrium, nucleophilic amine and electrophilic keto ester locate close to each other. This intimate pair effect causes a pseudo intramolecular reaction to occur, giving rise to effective substitution under mild conditions.