Synthesis of Tetrahydro-indolones through Rh(III)-Catalyzed [3 + 2] Annulation of Enaminones with Iodonium Ylides,Organic Letters

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Synthesis of Tetrahydro-indolones through Rh(III)-Catalyzed [3 + 2] Annulation of Enaminones with Iodonium Ylides
Organic Letters ( IF 4.9 ) Pub Date : 2023-10-03 , DOI: 10.1021/acs.orglett.3c02515
Mingshuai Zhang ₁ , Longkun Chen ₁ , Haifeng Sun ₁ , Zhuoyuan Liu ₁ , Jiuzhong Huang ₂ , Fuchao Yu ₁

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An unprecedented protocol for a Rh(III)-catalyzed [3 + 2] annulation from simple and readily available enaminones and iodonium ylides has been developed. The novel strategy allows for access to a new class of structurally diverse tetrahydro-indolones with high efficiency and a broad substrate scope. In addition, this transformation represents the first example of the selective Rh(III)-catalyzed alkenyl C–H bond functionalization and annulation of enaminones. Finally, the potential applications of this protocol are demonstrated through gram-scale reaction and late-stage modification.

中文翻译：

Rh(III) 催化烯胺酮与碘鎓叶立德成环反应合成四氢吲哚酮

已经开发出一种前所未有的方案，用于从简单易得的烯胺酮和碘鎓叶立德进行 Rh(III) 催化的 [3 + 2] 环化。这种新颖的策略允许获得一类结构多样的新型四氢吲哚酮，具有高效率和广泛的底物范围。此外，这种转化代表了选择性 Rh(III) 催化的烯基 C-H 键功能化和烯胺酮环化的第一个例子。最后，通过克级反应和后期修饰证明了该协议的潜在应用。

更新日期：2023-10-03

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