Synthesis of Furanone-Fused 1,2-Benzothiazine by Rh(III)-Catalyzed C-H Activation: Regioselective Oxidative Annulation Leading to in Situ Lactonization in One Pot

Hanchate, Vinayak and Kumar, Anil and Prabhu, Kandikere Ramaiah (2019) Synthesis of Furanone-Fused 1,2-Benzothiazine by Rh(III)-Catalyzed C-H Activation: Regioselective Oxidative Annulation Leading to in Situ Lactonization in One Pot. In: JOURNAL OF ORGANIC CHEMISTRY, 84 (17). pp. 11335-11342.

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Abstract

A sulfoximine-directed C-H activation strategy catalyzed by a Rh(III)-catalyst leads to an efficient synthesis of furanone-fused 1,2-benzothiazine. In this reaction, cascade C-H activation, regioselective annulation, and lactonization occur in one pot. 4-Hydroxy-2-alkynoates, as coupling partners, form unsymmetrical alkynes, which undergo lactonization after C-H activation and regioselective annulation. The method shows a good scope with a wide-range of sulfoximine and alkynoates and displays regioselectivity in forming single regioisomers in good yields.

Item Type:	Journal Article
Publication:	JOURNAL OF ORGANIC CHEMISTRY
Publisher:	AMER CHEMICAL SOC
Additional Information:	copyright for this article belongs to AMER CHEMICAL SOC
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	29 Oct 2019 09:24
Last Modified:	29 Oct 2019 09:24
URI:	http://eprints.iisc.ac.in/id/eprint/63725

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