Base-Free and Catalyst-Free Synthesis of Functionalized Dihydrobenzoxazoles via Vinylogous Carbonate to Carbamate Rearrangement

Das, Tamal Kanti and Mondal, Santigopal and Gonnade, Rajesh G and Bije, Akkattu T (2017) Base-Free and Catalyst-Free Synthesis of Functionalized Dihydrobenzoxazoles via Vinylogous Carbonate to Carbamate Rearrangement. In: ORGANIC LETTERS, 19 (20). pp. 5597-5600.

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Abstract

An unexpected, catalyst-free, and base-free intramolecular Cyclization of N-aryloxyacrylate aldimines, under thermal conditions leading to the synthesis of functionalized dihydrobenzoxazoles, is reported. The reaction features a unique rearrangement of vinylogous carbonates to vinylogous carbarnates resulting in a new carbon oxygen and carbon-nitrogen bond construction. The reaction tolerates a broad range of functional groups and the desired products are formed in moderate to good yields.

Item Type:	Journal Article
Publication:	ORGANIC LETTERS
Additional Information:	Copy right for this article belongs to the AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	17 Nov 2017 05:16
Last Modified:	17 Nov 2017 05:16
URI:	http://eprints.iisc.ac.in/id/eprint/58270

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