NDLI: Facile access to 3-sulfonylquinolines via Knoevenagel condensation/aza-Wittig reaction cascade involving <i>ortho</i>-azidobenzaldehydes and β-ketosulfonamides and sulfones.

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Facile access to 3-sulfonylquinolines via Knoevenagel condensation/aza-Wittig reaction cascade involving ortho-azidobenzaldehydes and β-ketosulfonamides and sulfones.

Content Provider	Europe PMC
Author	Malkova, Ksenia Bubyrev, Andrey Kalinin, Stanislav Dar’in, Dmitry
Editor	Nay, Bastien
Copyright Year	2023
Abstract	Quinoline-based sulfonyl derivatives, and especially sulfonamides, are relevant and promising structures for drug design. We have developed a new convenient protocol for the synthesis of 3-sulfonyl-substituted quinolines (sulfonamides and sulfones). The approach is based on a Knoevenagel condensation/aza-Wittig reaction cascade involving o-azidobenzaldehydes and ketosulfonamides or ketosulfones as key building blocks. The protocol is appropriate for both ketosulfonyl reagents and α-sulfonyl-substituted alkyl acetates providing the target quinoline derivatives in good to excellent yields.
Volume Number	19
PubMed Central reference number	PMC10280061
PubMed reference number	37346493
Journal	Beilstein Journal of Organic Chemistry [Beilstein J Org Chem]
e-ISSN	18605397
DOI	10.3762/bjoc.19.60
Language	English
Publisher	Beilstein-Institut
Publisher Date	2023-06-09
Publisher Place	Germany
Access Restriction	Open
Rights License	This is an open access article licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-journals.org/bjoc/terms/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this article could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material. Copyright © 2023, Malkova et al.
Subject Keyword	aza-Wittig reaction azides cyclocondensation quinolones sulfonamides
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry

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