88016-31-3Relevant articles and documents
Access to Stable Quaternary Phosphiranium Salts by P-Alkylation and P-Arylation of Phosphiranes
Alayrac, Carole,Botella, Clément,Comesse, Sébastien,Dalla, Vincent,Gasnot, Julien,Gaumont, Annie-Claude,Lakhdar, Sami,Taillier, Catherine
supporting information, p. 883 - 888 (2020/05/28)
We report the preparation of phosphiranium salts by quaternarization of phosphiranes, a class of sensitive, highly strained, and poorly nucleophilic cyclic phosphines. High-yielding introduction of a varied set of alkyl groups including methylene ester ar
Regioselectivity of thiouracil alkylation: Application to optimization of Darapladib synthesis
Guibbal, Florian,Bénard, Sébastien,Patché, Jessica,Meneyrol, Vincent,Couprie, Jo?l,Yong-Sang, Jennyfer,Meilhac, Olivier,Jestin, Emmanuelle
supporting information, p. 787 - 792 (2018/01/17)
Darapladib is one of the most potent Lp-PLA2 (Lipoprotein-associated phospholipase A2) inhibitor with an IC50 of 0.25 nM. We demonstrate that a crucial step of Darapladib synthesis was not correctly described in the litera
Reactions of diazo esters with electron-deficient alkenes in the presence of Lewis acids
Novikov,Platonov,Dokichev,Tomilov,Nefedov
experimental part, p. 984 - 990 (2011/02/27)
1,3-Dipolar cycloaddition reaction of diazo esters to electron-deficient dipolarophiles to yield the corresponding 1- or 2-pyrazolines was found to be significantly accelerated with Lewis acids (Yb(OTf)3, Sc(OTf) 3, GaCl3, EtAlCl2). The use of GaCl3 as the catalyst leads to the acceleration not only of the 1,3-dipolar cycloaddition reaction, but also subsequent insertion of the CHCO2Me electrophilic fragment of methyl diazoacetate into the N-H bond of 2-pyrazolines formed. Such Lewis acids as SnCl4, BF3, TiCl4, and In(OTf)3 are not efficient in the described processes, since they rapidly decompose starting diazo compounds.