613263-83-5Relevant academic research and scientific papers
Expedient mukaiyama-type mannich reaction catalyzed by lithium chloride
Hagiwara, Hisahiro,Iijima, Daiki,Awen, Bahlul Z. S.,Hoshi, Takashi,Suzuki, Toshio
, p. 1520 - 1522 (2008)
The Mannich reaction of methylsilyl enol ether with arylaldimine proceeded in the presence of a catalytic amount of lithium chloride in dimethylformamide at room temperature. The reaction was mild enough to apply to aldimines having the AcO, TBDMSO, or MeS group. Microwave irradiation accelerated the reaction substantially to reduce reaction time.
Nitroxyl-Radical-Catalyzed Oxidative Coupling of Amides with Silylated Nucleophiles through N-Halogenation
Moriyama, Katsuhiko,Kuramochi, Masako,Fujii, Kozo,Morita, Tsuyoshi,Togo, Hideo
supporting information, p. 14546 - 14551 (2016/11/23)
A nitroxyl-radical-catalyzed oxidative coupling reaction between amines with an N-protecting electron-withdrawing group (EWG) and silylated nucleophiles was developed to furnish coupling products in high yields, thus opening up new frontiers in organocatalyzed reactions. This reaction proceeded through the activation of N-halogenated amides by a nitroxyl-radical catalyst, followed by carbon–carbon coupling with silylated nucleophiles. Studies of the reaction mechanism indicated that the nitroxyl radical activates N-halogenated amides, which are generated from N-EWG-protected amides and a halogenation reagent, to give the corresponding imines.
Polymer-supported PPh3 as a reusable organocatalyst for the Mukaiyama aldol and Mannich reaction
Matsukawa, Satoru,Fukazawa, Kazuki,Kimura, Junya
, p. 27780 - 27786 (2014/07/21)
An easily accessible and user-friendly polymer-supported phosphine PS-PPh3 catalyzes the aldol reaction of aldehydes and imines. A broad range of aldehydes and imines could be applied under mild conditions using 5-10 mol% PS-PPh3. PS-PPh3 was easily recovered and reused with minimal loss of activity. This journal is the Partner Organisations 2014.
