ePrints@IIScePrints@IISc Home | About | Browse | Latest Additions | Advanced Search | Contact | Help

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.

[img] PDF
ORG_LET_19-20_5597_2017.pdf - Published Version
Restricted to Registered users only

Download (1MB) | Request a copy
Official URL: http://doi.org/10.1021/acs.orglett.7b02733

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
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
Depositing User: Id for Latest eprints
Date Deposited: 17 Nov 2017 05:16
Last Modified: 17 Nov 2017 05:16
URI: http://eprints.iisc.ac.in/id/eprint/58270

Actions (login required)

View Item View Item