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Synthesis of Naphthols by Rh(III)-Catalyzed Domino C–H Activation, Annulation, and Lactonization Using Sulfoxonium Ylide as a Traceless Directing Group
journal contribution
posted on 2019-10-09, 14:34 authored by Vinayak Hanchate, Anil Kumar, Kandikere Ramaiah PrabhuSulfoxonium 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.
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Annulationsulfoxonium ylide functionssynthesizing photochromic dichroic materialsanalogueRhSulfoxonium YlideapplicationActivation4- hydroxy -2-alkynoatemethodologyactivationSynthesiLactonizationNaphtholunsymmetrical alkynefuranone-fused 1- naphtholsfimbricalyx lactonetracelesTraceless Directing Group Sulfoxonium ylideDominosynthesizing bromo lactonessynthesis
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