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α-酰胺醛作为铑催化分子间炔烃氢酰化反应的底物:α-酰胺酮的合成

α-Amidoaldehydes as Substrates in Rhodium-Catalyzed Intermolecular Alkyne Hydroacylation: The Synthesis of α-Amidoketones.

作者信息

Pal Ritashree, O'Brien Sean C, Willis Michael C

机构信息

Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford, OX1 3TA, United Kingdom.

出版信息

Chemistry. 2020 Sep 10;26(51):11710-11714. doi: 10.1002/chem.202002478. Epub 2020 Jul 30.

Abstract

We show that readily available α-amidoaldehydes are effective substrates for intermolecular Rh-catalyzed alkyne hydroacylation reactions. The catalyst [Rh(dppe)(C H F)][BAr ] provides good reactivity, and allows a broad range of aldehydes and alkynes to be used as substrates, delivering α-amidoketone products. High yields and high levels of regioselectivity are achieved. The use of α-amidoaldehydes as substrates establishes that 1,4-dicarbonyl motifs can be used as controlling groups in Rh-catalyzed hydroacylation reactions.

摘要

我们表明,易于获得的α-酰胺醛是分子间铑催化的炔烃氢酰化反应的有效底物。催化剂[Rh(dppe)(CHF)][BAr]具有良好的反应活性,能使多种醛和炔烃用作底物,生成α-酰胺基酮产物。实现了高产率和高区域选择性。使用α-酰胺醛作为底物表明,1,4-二羰基基序可作为铑催化氢酰化反应中的控制基团。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cd58/7540332/b65ada99aec9/CHEM-26-11710-g001.jpg

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