Chauhan Amar Nath Singh, Vini Vikrant, Kumar Akhilesh, Erande Rohan D
Department of Chemistry, Indian Institute of Technology Jodhpur, Karwar-342037, Rajasthan, India.
Department of Chemistry and Nano Science, Ewha Womans University, Seoul 03760, Korea.
Org Biomol Chem. 2024 Aug 22;22(33):6690-6694. doi: 10.1039/d4ob00861h.
An efficient Cu(OTf)-catalyzed [3 + 2] cycloaddition of indole-3-acrylate with -benzoquinone has been developed to construct two distinct indole-tethered benzofuran scaffolds, offering the first-ever selective access to these scaffolds. Moreover, the [4 + 2] cycloaddition reaction of indole-3-acrylate with vinyl ketone derivatives was used to synthesize carbazoles in a one-pot manner. The disclosed strategies provided a series of selective transformations under low-catalyst loading, with a broad substrate scope featuring diverse applicability and practical simplicity of the developed protocol with easily available substrates.
已开发出一种高效的Cu(OTf)催化的吲哚-3-丙烯酸酯与对苯醌的[3 + 2]环加成反应，以构建两种不同的吲哚连接的苯并呋喃支架，首次实现了对这些支架的选择性合成。此外，吲哚-3-丙烯酸酯与乙烯基酮衍生物的[4 + 2]环加成反应被用于一锅法合成咔唑。所公开的策略在低催化剂负载量下提供了一系列选择性转化，底物范围广泛，具有多样的适用性，且所开发方案实用简便，底物易于获得。
