Department of Organic Chemistry , Indian Institute of Science , Bangalore 560012 , Karnataka , India.
Org Lett. 2019 Oct 18;21(20):8424-8428. doi: 10.1021/acs.orglett.9b03182. Epub 2019 Oct 9.
Sulfoxonium ylide directed C-H activation catalyzed by the Rh(III)-catalyst has been disclosed. In this study, sulfoxonium ylide functions as a traceless directing group, which reacts with an unsymmetrical alkyne, 4-hydroxy-2-alkynoate, to form the corresponding furanone-fused 1-naphthols. The application of the methodology has been illustrated by synthesizing bromo lactones, which are used as an intermediate in synthesizing photochromic dichroic materials. We have also demonstrated the synthesis of an analogue of fimbricalyx lactone A.
本文报道了铑（III）催化剂催化的磺氧亚胺叶立德导向的 C-H 活化反应。在该研究中，磺氧亚胺叶立德作为一种无痕迹导向基团，与不对称炔烃 4-羟基-2-炔酸酯反应，形成相应的呋喃酮稠合 1-萘酚。该方法学的应用通过合成溴代内酯得到了说明，这些内酯可作为光致变色二向色材料合成的中间体。我们还展示了 fimbricalyx 内酯 A 的类似物的合成。
