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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Ir-Catalyzed Chemoselective Reductive Condensation Reactions of Tertiary Amides with Active Methylene Compounds
Dong-Ping Wu1, Wei Ou1, Pei-Qiang Huang1
1Department of Chemistry, Fujian Provincial Key Laboratory of Chemical Biology, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian 361005, P. R. China.
Abstract:
The catalytic reductive condensation reactions of tertiary amides with active methylene compounds leading to multifunctionalized non-N-containing products is described. The reactions proceed through sequential iridium-catalyzed hydrosilylation of the amides followed by acid-mediated condensation with the active methylene compounds. This scalable method is broad in scope and shows remarkable chemoselectivity for the amide group in the presence of several sensitive or even more reactive functionalities such as ester, cyano, nitro, silyl dienol ether, and ketone.
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