Issue 68, 2016
From the journal:

RSC Advances

Synthesis of diverse isatins via ring contraction of 3-diazoquinoline-2,4-diones†

Rajeev Shrestha,a   Gun Joon Leea  and  Yong Rok Lee*a  

* Corresponding authors

a School of Chemical Engineering, Yeungnam University, Gyeongsan 712-749, Republic of Korea
E-mail: yrlee@yu.ac.kr
Fax: +82-53-810-4631
Tel: +82-53-810-2529

Abstract

An efficient synthesis of diverse isatin derivatives was accomplished by a copper-mediated reaction of 3-diazoquinoline-2,4-diones via ring contraction through domino Wolff rearrangement, decarboxylation, bromination, substitution, and dehydration. This protocol has several advantages as a one-pot procedure, with functional group tolerance, and high yield.

Graphical abstract: Synthesis of diverse isatins via ring contraction of 3-diazoquinoline-2,4-diones

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Article information

DOI
https://doi.org/10.1039/C6RA13585D
Article type
Paper
Submitted
25 May 2016
Accepted
27 Jun 2016
First published
06 Jul 2016

RSC Adv., 2016,6, 63782-63787

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Synthesis of diverse isatins via ring contraction of 3-diazoquinoline-2,4-diones

R. Shrestha, G. J. Lee and Y. R. Lee, RSC Adv., 2016, 6, 63782 DOI: 10.1039/C6RA13585D

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