866314-41-2Relevant academic research and scientific papers
Alkyne Aminopalladation/Heck and Suzuki Cascades: An Approach to Tetrasubstituted Enamines
Geffers, Finn J.,Jones, Peter G.,Kurth, Florens R.,Werz, Daniel B.
supporting information, p. 14846 - 14850 (2021/10/19)
Alkyne aminopalladation reactions starting from tosylamides are reported. The emerging vinylic Pd species are converted either in an intramolecular Heck reaction with olefinic units or in an intermolecular Suzuki reaction by using boronic acids exhibiting broad functional group tolerance. Tetra(hetero)substituted tosylated enamines are obtained in a simple one-pot process.
Preparation of conformationally constrained α2 antagonists: The bicyclo[3.1.0]hexane approach
Bonnaud, Bernard,Funes, Philippe,Jubault, Nathalie,Vacher, Bernard
, p. 3360 - 3369 (2007/10/03)
The aim of the research was to discover antagonists at α2 receptor subtypes potentially more selective than known compounds. We focused on new, conformationally restricted analogues of atipamezole. The key step in the synthetic sequences leading to target compounds relied on a rhodium-catalyzed intramolecular cyclopropanation reaction, the outcome of which varied with the nature of the diazo styrene precursor. Thus, depending on the substitution pattern of the double bond and the electronic properties of the diazo precursors, the cyclopropanes 2 or 7, naphtalenes 8, or pyrazolines 17 were formed. The byproducts 8 and 17 originated from different, nonoverlapping mechanisms. Among the racemates synthesized, three compounds (1a, 22a, and 22b) showed increased selectivity for α2A vs. α2B and α2C receptor subtypes, and consequently were prepared in enantiomerically pure form. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.
