107131-61-3Relevant articles and documents
A Commercially Available and User-Friendly Catalyst for Hydroamination Reactions under Technical Conditions
Zelenay, Benjamin,Munton, Peter,Tian, Xiaojie,Díez-González, Silvia
, p. 4725 - 4730 (2019)
The activity of a simple, commercially available copper salt, [Cu(NCMe)4](BF4) in intramolecular hydroamination reactions of alkynes and allenes is presented. Reactions were successfully carried out in technical acetonitrile in the presence of air. While attempts of alkene hydroamination failed, this catalyst was also found active in intermolecular aza-Michael reactions.
Synthesis of cyclic guanidines via Pd-catalyzed alkene carboamination
Zavesky, Blane P.,Babij, Nicholas R.,Fritz, Jonathan A.,Wolfe, John P.
, p. 5420 - 5423 (2013/11/19)
A new approach to the synthesis of substituted 5-membered cyclic guanidines is described. Palladium-catalyzed alkene carboamination reactions between acyclic N-allyl guanidines and aryl or alkenyl halides provide these products in good yield. This method
Stereoselective synthesis of imidazolidin-2-ones via Pd-catalyzed alkene carboamination. Scope and limitations
Fritz, Jonathan A.,Wolfe, John P.
, p. 6838 - 6852 (2008/09/21)
A method for the synthesis of imidazolidin-2-ones from N-allylureas and aryl or alkenyl bromides via Pd-catalyzed carboamination reactions is described. The N-allylurea precursors are prepared in one step from readily available allylic amines and isocyanates, and the Pd-catalyzed reactions effect the formation of a C-C bond, a C-N bond, and up to two stereocenters in a single step. Good diastereoselectivities are obtained for the conversion of substrates bearing allylic substituents to 4,5-disubstituted imidazolidin-2-ones, and excellent selectivity for the generation of products resulting from syn-addition across the alkene is observed when substrates derived from cyclic alkenes or E-1,2-disubstituted alkenes are employed. A brief discussion of reaction mechanism and product stereochemistry is presented.
Synthesis of functionalised azecine and azonine derivatives via an enolate assisted aza Claisen rearrangement
Bremner, John B.,Perkins, David F.
, p. 2659 - 2665 (2007/10/03)
This paper describes the synthesis of functionalised azecine and azonine derivatives incorporating the adrenaline motif. In a key step, an enolate assisted aza Claisen rearrangement was employed to interconvert from 6- and 5-membered heterocycles to their corresponding 10- and 9-membered lactams.
A highly reactive titanium precatalyst for intramolecular hydroamination reactions.
Ackermann, Lutz,Bergman, Robert G
, p. 1475 - 1478 (2007/10/03)
[reaction: see text]. Tetrakisamido titanium complexes are significantly more active than Cp2TiMe2 (1) in the intramolecular hydroamination of aminoalkynes and aminoallenes. In the latter case, the regioselectivity of the transformation depends on the nature of the precatalyst, yielding the most selective and reactive catalysis with the bis(sulfonamido) complex 11.
Thermally Induced Intramolecular Oxime Olefin Cycloadditions (IOOC) Leading to N-Bridgehead Systems. Stereochemistry and Molecular Mechanics Calculations
Hassner, Alfred,Maurya, Rakesh,Padwa, Albert,Bullock, William H.
, p. 2775 - 2781 (2007/10/02)
The intramolecular oxime olefin cycloaddition (IOOC) of proline and pipecolinic acid derivatives proceeds thermally with a high degree of stereoselectivity to provide a new route to functionalized pyrrolizidines, indolizidines, or quinolizidines.The ring closure proceeds with simultaneous stereoselective introduction of three or four stereocenters.Molecular mechanics calculations have been refined to accurately predict not only which stereoisomer is preferred but also the syn and anti coupling constants in these tricyclic molecules.
