Issue 110, 2014

Catalyst-free one-pot domino reactions for selective synthesis of functionalized 2,8-oxazabicyclo[3.3.1]-nonanes and 5H-indeno[1,2-b]pyridin-5-ones

Abstract

A simple and efficient method for one-pot synthesis of new functionalized 2,8-oxazabicyclo-[3.3.1]nonanes from easily accessible 2-hydroxychalcones, 4-hydroxycoumarin/1,3-cyclohexandiones and aqueous ammonia under catalyst-free conditions is described. This reaction was probably achieved via an intermolecular Michael addition/amination/intramolecular bicyclization domino process. Hydroxy-containing 5H-indeno[1,2-b]pyridin-5-ones were obtained when five-membered 1,3-indandione was employed in this reaction.

Graphical abstract: Catalyst-free one-pot domino reactions for selective synthesis of functionalized 2,8-oxazabicyclo[3.3.1]-nonanes and 5H-indeno[1,2-b]pyridin-5-ones

Supplementary files

Article information

Article type
Paper
Submitted
26 Oct 2014
Accepted
19 Nov 2014
First published
19 Nov 2014

RSC Adv., 2014,4, 64551-64558

Author version available

Catalyst-free one-pot domino reactions for selective synthesis of functionalized 2,8-oxazabicyclo[3.3.1]-nonanes and 5H-indeno[1,2-b]pyridin-5-ones

Y. Rao, M. Liu, L. Wu and G. Yin, RSC Adv., 2014, 4, 64551 DOI: 10.1039/C4RA13166E

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