Balestri Lorenzo Jacopo Ilic, Beveridge Julia, Gising Johan, Odell Luke R
Department of Medicinal Chemistry, Uppsala University, Box-574, SE-751 23 Uppsala, Sweden.
J Org Chem. 2024 Aug 16;89(16):11203-11214. doi: 10.1021/acs.joc.4c00803. Epub 2024 Jul 31.
Herein, we describe a convenient protocol for the synthesis of -alkenylated heterocycles using abundant ketone electrophiles and TP as a water scavenger under microwave irradiation. The method can be applied to a diverse range of -heterocycles and ketones with good to excellent yields (up to 94%). This procedure is particularly attractive, as it is metal- and base-free, tolerates a variety of functional groups, and offers ease of product purification. The utility of the protocol was exemplified by synthesizing pharmaceutically relevant scaffolds containing the -alkenyl motif and was further extended to a one-pot reductive amination sequence.
在此,我们描述了一种简便的合成方法,即在微波辐射下,使用丰富的酮类亲电试剂和TP作为脱水剂来合成α-烯基化杂环化合物。该方法可应用于多种α-杂环化合物和酮类,产率良好至优异(高达94%)。此方法特别具有吸引力,因为它无金属、无碱,能耐受多种官能团,且产物易于纯化。通过合成含有α-烯基 motif 的药学相关骨架证明了该方法的实用性,并进一步扩展到一锅法还原胺化序列。