School of Chemistry, MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, Xi'an Jiaotong University (XJTU), Xi'an 710049, P. R. China.
Org Lett. 2023 Jun 16;25(23):4350-4354. doi: 10.1021/acs.orglett.3c01488. Epub 2023 Jun 5.
Herein, a new series of catalyst-controlled divergent cycloisomerizations of indole-tethered alkynes was developed utilizing readily available, versatile, and flexible -propargyl indoles as substrates and BrettPhosAuNTf and PtCl as catalysts, where the chemodivergency was attributed to both the steric and electronic nature of the catalysts. A broad spectrum of -propargyl indoles could be employed in this protocol, enabling the divergent synthesis of a library of 9-pyrrolo[1,2-]indoles and 4-pyrrolo[3,2,1-]quinolines. Moreover, the reactions could be performed at mmol scales.
在此,我们开发了一种新型的催化剂控制的吲哚稠合炔烃发散环化异构化反应,利用易得、多功能和灵活的 - 丙炔基吲哚作为底物,BrettPhosAuNTf 和 PtCl 作为催化剂,其中化学发散归因于催化剂的空间和电子性质。该方法可广泛应用于各种 - 丙炔基吲哚,实现了 9-吡咯并[1,2-a]吲哚和 4-吡咯并[3,2,1-jk]喹啉文库的发散合成。此外,反应可以在毫摩尔规模下进行。