144651-59-2Relevant academic research and scientific papers
Easily available nickel complexes as catalysts for the intermolecular hydroamination of alkenes and alkynes
Reyes-Sanchez, Adan,Garcia-Ventura, Ilnett,Garcia, Juventino J.
, p. 1762 - 1768 (2014/01/06)
A series of nickel complexes of the type [(P-P)NiX2] ((P-P) = bisphospines or bisphosphites, X = chloride, triflate) were used as catalysts for the hydroamination of both activated and unactivated alkenes and alkynes with pyrrolidine. In general, the use of activated unsaturations, such as acrylonitrile, required mild reaction conditions (e.g. 100 °C and 4 h) in comparison with other non-activated alkenes. Particularly with a series of alkynes, the use of nickel(ii) centers diminished or even inhibited the formation of otherwise undesired homocoupling and/or transfer hydrogenation by-products, such as the ones obtained in the presence of zerovalent nickel. When using less activated substrates, better selectivity was obtained, although harsher reaction conditions were needed. From a general perspective, the results of this report strongly support the potential use of nickel as a good candidate for further application in the hydroamination of organic unsaturations by means of screening of several π acceptor ligands. The Royal Society of Chemistry.
Retro-Claisen condensation versus pyrrole formation in reactions of amines and 1,3-diketones
Deb, Indubhusan,Seidel, Daniel
experimental part, p. 2945 - 2947 (2010/06/21)
Cyclic amines and 1,3-diketones readily react under microwave irradiation to form ring-fused pyrroles in a single operation. A competing retro-Claisen pathway is efficiently suppressed by employing p-toluenesulfonic acid as an additive.
STUDY OF THE ESCHENMOSER SULFIDE CONTRACTION METHOD WITH AND WITHOUT A THIOPHILE
Corsaro, A.,Perrini, G.,Testa, M. G.,Chiacchio, U.
, p. 197 - 206 (2007/10/02)
Results obtained and observations made by applying the title method for the synthesis of enaminones 5a-o, using triphenylphosphine as a thiophile and triethylamine as a base, are reported.The product distributions of the deprotonations of α-phenacylthio iminium bromides with and without thiophile and those known from thiouronium and heterocyclic thionium analogs are compared.Key words: Enaminones; α-phenacylthio iminium bromides; disulfides; thiiranes.
Reactivities of 3-(1-Azolyl)-2-alken-1-ones and the Related Compounds With Pyrrolidine
Kashima, Choji,Tajima, Tadakuni,Higuchi, Chihiro,Omote, Yoshimori
, p. 345 - 348 (2007/10/02)
From the rate constants of the reaction with pyrrolidine, the reactivities of 3-(1-azolyl)-2-alken-1-ones with nucleophiles were evaluated to be rather high.Especially the reactivities of the quarternary salts of 3-(1-imidazolyl)-2-alken-1-ones were nearly equal to those of 3-chloro-2-alken-1-ones.In conclusion, 3-(1-imidazolyl)-2-alken-1-ones satisfied the practical requirements for the starting materials of the synthesis of 3-hetero-substituted 2-alken-1-ones.
TRISUBSTITUTED THIAZOLES BY A 6?-ELECTROCYCLIZATION OF IMINOTHIOCARBONYL YLIDES
Corsaro, A.,Tarantello, M.,Purrello, G.
, p. 3305 - 3308 (2007/10/02)
Iminothiocarbonyl ylides are generated by a sulfur ligand exchange reaction of sulfonium salts and undergo a 6?-electrocyclic closure and aromatization to tri substituted thiazoles.Related carbonyl ylides preferred a 4?-electrocyclization.
