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Correction: Metal-free oxidative ring contraction of benzodiazepinones: an entry to quinoxalinones

Hasan Mtiraoui a, Kevin Renault b, Morgane Sanselme cd, Moncef Msaddek *a, Pierre-Yves Renard b and Cyrille Sabot *b
aUniversité Monastir, Laboratory of Heterocyclic Chemistry Natural Products and Reactivity/CHPNR, Department of Chemistry, Faculty of Science of Monastir, 5000 Monastir, Tunisia
bNormandie Univ, CNRS, UNIROUEN, INSA Rouen, COBRA (UMR 6014), 76000 Rouen, France. E-mail: cyrille.sabot@univ-rouen.fr
cNormandie Univ, France
dUNIROUEN, Laboratoire SMS EA3233, 1 rue Tesniere, France, F-76821 Mont Saint Aignan, France

Received 13th July 2017 , Accepted 13th July 2017

First published on 25th August 2017


Abstract

Correction for ‘Metal-free oxidative ring contraction of benzodiazepinones: an entry to quinoxalinones’ by Hasan Mtiraoui, et al., Org. Biomol. Chem., 2017, 15, 3060–3068.


The authors regret that there were errors in some of the structures. The reactions to obtain compounds 2h and 2i were in fact carried out from 7-methoxy-benzodiazepinones 1h and 1i, and not from the regioisomer 8-methoxy-benzodiazepinones as reported. Consequently, the 6-methoxyquinoxalinones 2h and 2i were formed (and not the regioisomer 7-methoxyquinoxalinones). Subsequent compounds 5, 6 and 8 (Fig. 2, and Scheme 4) prepared from 2i should be modified accordingly.

The correct structures and corrected Fig. 2 and Scheme 4 are shown below.

image file: c7ob90126g-u1.tif


image file: c7ob90126g-f2.tif
Fig. 2 (a) Preparation of the hydroxyl-containing quinoxalinone 5. (b) Fluorescence emission spectrum of quinoxalinone 2i (λex 366 nm, λem 475 nm) in PBS 7.4 at 25 °C, before (dashed line) and after (black line) the addition of NaBH4.

image file: c7ob90126g-s4.tif
Scheme 4 Application to the preparation of the fluorescently labelled cholesterol derivative 8.

In addition, compounds 2h, 2i, 5, 6 and 8 were named incorrectly in the Experimental section and should also be amended accordingly.

The original ESI has been updated with a corrected version showing the corrected structures and including 2D NMR data in support of the formation of 6-methoxyquinoxalinones 2h and 2i.

The Royal Society of Chemistry apologises for these errors and any consequent inconvenience to authors and readers.


Footnotes

Electronic supplementary information (ESI) available: 1H and 13C NMR, 2D NMR data in support of the formation of 6-methoxyquinoxalinones 2h and 2i, photophysical data for all new compounds, and X-ray crystallographic data (CIF files) for compound 2a. CCDC 1519664. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7ob00205j
These authors contributed equally to this work.

This journal is © The Royal Society of Chemistry 2017
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