Synthesis of [1,3,4]Thiadiazolo[3′,2′:1,2]imidazo[4,5-c]quinolines including Pictet–Spengler Reaction and Exploration of Their C-2 Reactivity through SNAr-Reference-Cited by-同舟云学术

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Synthesis of [1,3,4]Thiadiazolo[3′,2′:1,2]imidazo[4,5-c]quinolines including Pictet–Spengler Reaction and Exploration of Their C-2 Reactivity through SNAr

Published:2017-11-21 Issue:24 Volume:82 Page:13700-13707
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Place Matthieu¹,Copin Chloé¹,Apotrosoaei Maria²,Constantin Sandra²,Vasincu Ioana Mirela²,Profire Lenuta²,Buron Frédéric¹^ORCID,Routier Sylvain¹^ORCID

Affiliation:

1. Institut de Chimie Organique et Analytique, ICOA, Univ Orleans, CNRS UMR 7311, Rue de Chartres, BP 6759, 45067 Orleans, France

2. Department of Pharmaceutical Chemistry, Faculty of Pharmacy, “Grigore T. Popa” University of Medicine and Pharmacy, No. 16 University Street, Iasi 700115, Romania

Funder

Agence Nationale de la Recherche

Campus France

European Regional Development Fund

Ligue Contre le Cancer

Ministère de l'Enseignement Supérieur et de la Recherche

Cancéropôle Île-de-France

Région Centre-Val de Loire

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/acs.joc.7b02565

Reference36 articles.

1. Synthesis and biological activity of bridgehead nitrogen heterocycles

2. Synthesis of 3-Substituted Bicyclic Imidazo[1,2-d][1,2,4]thiadiazoles and Tricyclic Benzo[4,5]imidazo[1,2-d][1,2,4]thiadiazoles

3. cSmith, E. D.; Fitzgerald, M. E.; Jiang, R.; Atkinson, R. N.; Veal, J. M.; Huang, K. H.WO201349585, 2013.

4. Heterocyclic system containing bridgehead nitrogen atom: synthesis and pharmacological activities of some substituted 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles

5. The art and practice of structure-based drug design: A molecular modeling perspective

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1. Investigation of Ln³⁺ complexation by a DOTA derivative substituted by an imidazothiadiazole: synthesis, solution structure, luminescence and relaxation properties;Dalton Transactions;2024

2. A Facile One-Pot Synthesis of New Poly Functionalized Pyrrolotriazoles via a Regioselective Multicomponent Cyclisation and Suzuki–Miyaura Coupling Reactions;Catalysts;2022-07-27

3. Synthesis of novel series of 3,5-disubstituted imidazo[1,2-d] [1,2,4]thiadiazoles involving S_NAr and Suzuki–Miyaura cross-coupling reactions;RSC Advances;2022

4. Bicyclic 5-5 Systems With One Bridgehead (Ring Junction) Nitrogen Atom: Three Extra Heteroatoms 2:1;Comprehensive Heterocyclic Chemistry IV;2022

5. Synthesis of novel trifluoro methylated imidazothiadiazole derivatives via one-pot isocyanide-based three-component reaction under catalyst and solvent-free conditions;Phosphorus, Sulfur, and Silicon and the Related Elements;2021-08-23

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