Rhodium(III)-Catalyzed Cascade Reactions of Imines/Imidates with 4-Hydroxy-2-alkynoates to Synthesize Regioselective Furanone-Fused Isoquinoline Scaffolds

Kumar, A and Hanchate, V and Prabhu, KR (2021) Rhodium(III)-Catalyzed Cascade Reactions of Imines/Imidates with 4-Hydroxy-2-alkynoates to Synthesize Regioselective Furanone-Fused Isoquinoline Scaffolds. In: Journal of Organic Chemistry .

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Abstract

A regioselective synthesis of furanone-fused isoquinoline heterocycles is developed in a single step using a Rh(III) catalyst. In this reaction, a cascade C-H activation, regioselective annulation, and lactonization occur in one pot. A wide range of alkynoates was examined, which showed good regioselectivity. The regioselectivity was guided by steric bulk at the C4 position of the 4-hydroxy-2-alkynoates. The synthetic utility was exemplified, and the model reaction was scaled up to a 1 g scale. © 2021 American Chemical Society.

Item Type:	Journal Article
Publication:	Journal of Organic Chemistry
Publisher:	American Chemical Society
Additional Information:	The copyright for this article belongs to American Chemical Society.
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	04 Jan 2022 05:55
Last Modified:	04 Jan 2022 05:55
URI:	http://eprints.iisc.ac.in/id/eprint/70874

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