Synthesis of conformationally locked analogs of quinolin-6-yloxyacetamide fungicides

Three different synthesis pathways delivered novel tricyclic compounds which are conformationally locked analogs of quinolin-6-yloxyacetamide fungicides by cyclization of their acetal or O,S-acetal function to quinoline positions 5 or 7. Examples of the fused ring systems of [1,3]oxathiano[6,5-g]qui...

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Bibliographic Details
Published inTetrahedron letters Vol. 57; no. 49; pp. 5511 - 5513
Main Authors Kessabi, Fiona Murphy, Beaudegnies, Renaud, Quaranta, Laura, Lamberth, Clemens
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 07.12.2016
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ANTAGONIST
Quipoline
Cyclization
Heterocycle
Claisen rearrangement
DERIVATIVES
Fungicide
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Summary:Three different synthesis pathways delivered novel tricyclic compounds which are conformationally locked analogs of quinolin-6-yloxyacetamide fungicides by cyclization of their acetal or O,S-acetal function to quinoline positions 5 or 7. Examples of the fused ring systems of [1,3]oxathiano[6,5-g]quinoline and [1,3]oxathiocino[6,7-f]quinoline, which have been unknown to the chemical literature before, are herein reported for the first time. (C) 2016 Elsevier Ltd. All rights reserved.
ISSN:0040-4039
DOI:10.1016/j.ketlet.2016.10.104