Synthesis of Bioderived Cinnolines and Their Flow-Based Conversion into 1,4-Dihydrocinnoline Derivatives

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Title: Synthesis of Bioderived Cinnolines and Their Flow-Based Conversion into 1,4-Dihydrocinnoline Derivatives
Authors: Devlin, JonathanClogher, RichardBaumann, Marcus
Permanent link: http://hdl.handle.net/10197/12606
Date: 17-Mar-2020
Online since: 2021-11-09T16:11:42Z
Abstract: Starting from phenylhydrazine and glucose, a versatile cinnoline scaffold was obtained on a multigram scale and further derivatized. A simple continuous-flow hydrogenation process permits the conversion of selected cinnolines into their 1,4-dihydrocinnoline counterparts. These products are generated in high yields and high purities with residence times of less than one minute and, along with their cinnoline precursors, are expected to serve as valuable heterocyclic building blocks for future medicinal chemistry programs.
Funding Details: University College Dublin
Type of material: Journal Article
Publisher: Georg Thieme
Journal: Synlett
Volume: 31
Issue: 5
Start page: 487
End page: 491
Copyright (published version): 2020 Georg Thieme Verlag
Keywords: Flow synthesisCinnolinesDihydrocinnolinesHydrogenationOptimizationThioimidazolesNitrogenReactorDrugs
DOI: 10.1055/s-0039-1690752
Language: en
Status of Item: Peer reviewed
ISSN: 0936-5214
This item is made available under a Creative Commons License: https://creativecommons.org/licenses/by-nc-nd/3.0/ie/
Appears in Collections:Chemistry Research Collection

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