Synthesis of Naphthols by Rh(III)-Catalyzed Domino C-H Activation, Annulation, and Lactonization Using Sulfoxonium Ylide as a Traceless Directing Group

Hanchate, Vinayak and Kumar, Anil and Prabhu, Kandikere Ramaiah (2019) Synthesis of Naphthols by Rh(III)-Catalyzed Domino C-H Activation, Annulation, and Lactonization Using Sulfoxonium Ylide as a Traceless Directing Group. In: ORGANIC LETTERS, 21 (20). pp. 8424-8428.

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Abstract

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.

Item Type:	Journal Article
Publication:	ORGANIC LETTERS
Publisher:	AMER CHEMICAL SOC
Additional Information:	Copyright of this article belongs to AMER CHEMICAL SOC
Keywords:	CONSTITUENTS; PRESSURE; GOSSYPOL; ALKENES
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	13 Dec 2019 10:40
Last Modified:	13 Dec 2019 10:40
URI:	http://eprints.iisc.ac.in/id/eprint/63894

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