24932-56-7Relevant articles and documents
Metal-free Photocatalytic Intermolecular anti-Markovnikov Hydroamination of Unactivated Alkenes
Li, Juncheng,Wang, Ting,Zhao, Gaoyuan
, p. 2650 - 2654 (2021/06/25)
The development of photocatalytic intermolecular hydroamination reaction between N-aminated dihydropyridines and unactivated alkenes is reported. Metal-free co-catalysts, rhodamine 6G and thiophenol, in presence of visible light are used to initiate the process. The transformation shows a broad substrate scope, both alkenes and amidyl radical can act as coupling partners. The radical strategy provides excellent anti-Markovnikov selectivity and regioselectivity in diene substrates.
Hydroalumination of Ketenimines and Subsequent Reactions with Heterocumulenes: Synthesis of Unsaturated Amide Derivatives and 1,3-Diimines
Jin, Xing,Willeke, Matthias,Lucchesi, Ralph,Daniliuc, Constantin-Gabriel,Fr?hlich, Roland,Wibbeling, Birgit,Uhl, Werner,Würthwein, Ernst-Ulrich
, p. 6062 - 6075 (2015/06/30)
The series of differently substituted ketenimines 1 was hydroluminated using di-iso-butyl aluminum hydride. For the sterically congested ketenimine 1a, preferred hydroalumination of the C=N-bond was proven by X-ray crystallography (compound 5a). In situ treatment of the hydroaluminated ketenimines 5 with various heterocumulenes like carbodiimides, isocycanates, isothiocyanates and ketenimines as electrophiles and subsequent hydrolytic workup resulted in novel enamine derived amide species in case of N-attack (sterically less hindered ketenimines) under formation of a new C-N-bond or in 1,3-diimines by C-C-bond-formation in case of bulky substituents at the ketenimine-nitrogen atom. Furthermore, domino reactions with more than 1 equiv of the electrophile or by subsequent addition of two different electrophiles are possible and lead to polyfunctional amide derivatives of the biuret type which are otherwise not easily accessible.
2-Pyridon-1-yl Diphenyl Phosphate. A Useful New Reagent for the Synthesis of Amides and Peptides
Kim, Sunggak,Kim, Sung Soo
, p. 719 (2007/10/02)
2-Pyridon-1-yl diphenyl phosphate is found to be a useful coupling agent for the synthesis of amides and practically racemization-free peptides.