1352241-02-1Relevant articles and documents
Iterative Arylation of Itaconimides with Diazonium Salts through Electrophilic Palladium Catalysis: Divergent β-H-Elimination Pathways in Repetitive Matsuda-Heck Reactions
Riemer, Nastja,Shipman, Michael,Wessig, Pablo,Schmidt, Bernd
, p. 5732 - 5746 (2019)
N-Arylitaconimides, accessible from maleic anhydride, anilines, and paraformaldehyde, react with arene diazonium salts in Pd-catalyzed Matsuda-Heck arylation to the pharmacologically relevant E-configured 3-arylmethylidene pyrrolidine-2,5-diones (also kno
Convenient preparation of (E)-3-arylidene-4-diazopyrrolidine-2,5-diones in array format
Chupakhin, Evgeny G.,Kantin, Grigory P.,Dar'in, Dmitry V.,Krasavin, Mikhail
, p. 36 - 38 (2021/02/16)
A practically convenient synthesis of (E)-3-arylidene-4-diazopyrrolidine-2,5-diones from N-substituted maleimides via the Wittig reaction and the Regitz diazo transfer has been developed. In all 26 cases studied, only one chromatographic purification was required with no need for aqueous workup, which makes this protocol amenable to producing the emerging class of diazo compounds in parallel format.
Enantioselective assembly of 3,3-disubstituted succinimidesviathree-component reaction of vinyl diazosuccinimides with alcohols and imines
Hong, Kemiao,Hu, Wenhao,Liu, Xiangrong,Qian, Yu,Xu, Xinfang,Yuan, Haoxuan
supporting information, p. 8043 - 8046 (2021/08/20)
An enantioselective three-component reaction of vinyl diazosuccinimdes with alcohols and imines has been realized by a cooperative catalysis of Rh2(OAc)4and a chiral phosphoric acid, leading to chiral 3,3-disubstituted succinimides in good to high yields with high to excellent enantioselectivity. The generated product with an alkenyl species could be converted to the chiral tricyclic structure under mild conditions.
A one-pot green synthesis of alkylidenesuccinimides
Yan, Lin,Yang, Wenguo,Li, Lixin,Shen, Yang,Jiang, Zhiyong
experimental part, p. 1906 - 1910 (2012/06/18)
A mild and facile Wittig reaction between N-substituted maleimides and aldehydes has been developed. Various synthetically valuable alkylidenesuccinimides were obtained from this one-pot reaction in high yields (up to 99%). The product was obtained by simple filtration and no extra purification was necessary. Ethanol, an environment-benign solvent, was found to be a suitable reaction medium. We have developed a mild and convenient one-pot Wittig reaction for the green synthesis of alkylidenesuccinimides. Under the established reaction conditions, a number of various synthetically valuable alkylidenesuccinimides were obtained in high yields (up to 99%). Copyright