Herein, we present a protocol for constructing N-substituted 3-carbonylpyrroles (NSCPRs) through the reaction of vinylene carbonate with enaminone building blocks, facilitated by Rh(III)-catalyzed [3 + 2] annulation. This reaction enabled the straightforward and efficient construction of NSCPRs and their drug analogs. Specifically, we developed a cascade Rh(III)-catalyzed C–H activation/[3 + 2] annulation reaction for enaminones and internal vinylene carbonate, catalyzed by [Cp*RhCl₂]₂ and oxidized with Cu(OAc)₂, AgSbF₆ and air. This method allowed for the efficient synthesis of highly functionalized NSCPRs with good yields. The reaction proceeded through C–H activation, alkene insertion, decarboxylation and reductive elimination, ketone-enol tautomerization, 1,2-addition, and dehydration. This protocol demonstrates excellent functional group tolerance, a broad substrate scope, and scalability for gram-scale synthesis, showcasing its applicability to drug molecules and highlighting its utility in organic synthesis and pharmaceutical chemistry.

中文翻译：

---

铑催化从烯胺和碳酸乙烯酯合成 N-取代的 3-酰基吡咯


在此，我们提出了一种通过碳酸乙烯酯与烯胺酮构建单元反应构建 N-取代的 3-羰基吡咯 （NSCPR） 的方案，由 Rh（III） 催化的 [3 + 2] 环化促进。该反应使 NSCPR 及其药物类似物的构建变得简单而高效。具体来说，我们开发了一种级联 Rh（III） 催化的烯胺类化合物和内部碳酸乙烯酯的 C-H 活化/[3 + 2] 环化反应，由 [Cp*RhCl₂]₂ 催化并用 Cu（OAc）₂、AgSbF₆ 和空气氧化。该方法允许高效合成高度功能化的 NSCPR，产量高。反应通过 C-H 活化、烯烃插入、脱羧和还原消除、酮-烯醇互变异构化、1,2-加成和脱水进行。该方案表现出优异的官能团耐受性、广泛的底物范围和克级合成的可扩展性，展示了其对药物分子的适用性，并突出了其在有机合成和药物化学中的实用性。