- Palladium-Catalyzed Markovnikov Hydroaminocarbonylation of 1,1-Disubstituted and 1,1,2-Trisubstituted Alkenes for Formation of Amides with Quaternary Carbon
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Hydroaminocarbonylation of alkenes is one of the most promising yet challenging methods for the synthesis of amides. Herein, we reported the development of a novel and effective Pd-catalyzed Markovnikov hydroaminocarbonylation of 1,1-disubstituted or 1,1,2-trisubstituted alkenes with aniline hydrochloride salts to afford amides bearing an α quaternary carbon. The reaction makes use of readily available starting materials, tolerates a wide range of functional groups, and provides a facile and straightforward approach to a diverse array of amides bearing an α quaternary carbon. Mechanistic investigations suggested that the reaction proceeded through a palladium hydride pathway. The hydropalladation and CO insertion are reversible, and the aminolysis is probably the rate-limiting step.
- Yang, Hui-Yi,Yao, Ya-Hong,Chen, Ming,Ren, Zhi-Hui,Guan, Zheng-Hui
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supporting information
p. 7298 - 7305
(2021/05/26)
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- CONFORMATIONS OF SATURATED SIX-MEMBERED-RING PHOSPHOROUS HETEROCYCLES. CHAIR-CHAIR EQUILIBRIA FOR CYCLOPHOSPHAMIDE, THE 5,5-DIMETHYL DERIVATIVE, AND RELATED 1,3,2-OXAZAPHOSPHORINANES. RELATIVE CONFORMATIONAL ENERGIES OF NITROGEN MUSTARD AND OTHER R2<
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A series of 5,5-dimethyl-3-R-2-oxo-2-Z-1,3,2-oxazaphosphorinanes (1, R= H, Z= Me2N; 2, R= H, Z= Et2N; 3, R= H, Z= i-Pr2N; 4, R= H, Z= N(CH2CH2Cl)2; 5, R= Ph,Z= Me2N) has been prepared, and their conformations have been studied by 1H NMR at 300 MHz.The pos
- Setzer, William N.,Sopchik, Alan E.,Bentrude, Wesley G.
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p. 2083 - 2091
(2007/10/02)
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