Development of Kinase Inhibitors via Metal-Catalyzed C–H Arylation of 8-Alkyl-thiazolo[5,4-f]-quinazolin-9-ones Designed by Fragment-Growing Studies

Autor: Laetitia Bailly, Emilie Petit, Corinne Fruit, Marine Harari, Thierry Besson, Julien Diharce, Laurent Meijer, Carole Dubouilh-Benard, Florence Couly, Pascal Bonnet

Publikováno v: Molecules
Molecules, MDPI, 2018, 23 (9), pp.2181. ⟨10.3390/molecules23092181⟩
Molecules, 2018, 23 (9), pp.2181. ⟨10.3390/molecules23092181⟩
Molecules, Vol 23, Iss 9, p 2181 (2018)
Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry
Volume 23
Issue 9

Efficient metal catalyzed C&ndash
H arylation of 8-alkyl-thiazolo[5,4-f]-quinazolin-9-ones was explored for SAR studies. Application of this powerful chemical tool at the last stage of the synthesis of kinase inhibitors allowed the synthesis of

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::841ccd235c996c195a91041226e74d3b
https://hal-normandie-univ.archives-ouvertes.fr/hal-02024491

Synthesis of polyfunctionalized benzo[ d ]thiazoles as novel anthranilic acid derivatives

Autor: Damien Hédou, Carole Dubouilh-Benard, Corinne Fruit, Marine Harari, Thierry Besson, Julien Godeau

Publikováno v: Tetrahedron Letters
Tetrahedron Letters, Elsevier, 2015, 56 (27), pp.4088-4092. ⟨10.1016/j.tetlet.2015.05.018⟩

International audience; A small library of valuable novel polyfunctionalized benzo[d]thiazole derivatives was prepared in a straightforward and convenient manner. Here again, 4,5-dichloro-1,2,3-dithiazolium chloride (Appel salt) proved to be an effic

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::8112a5465e630b68237bdd4e4dc6fc1b
https://doi.org/10.1016/j.tetlet.2015.05.018

Late-Stage Sequential C-H Functionalization of Thiazolo[5,4-f]quina-zolin-9(8H)-one: Synthesis of a Library of Potential Kinase Inhibitors

Autor: Corinne Fruit, Florence Couly, Marine Harari, Thierry Besson

Publikováno v: Proceedings of The 20th International Electronic Conference on Synthetic Organic Chemistry.

Our research group was focused on the synthesis of a novel library of thiazolo[5,4-f]quinazolines and thiazolo[5,4-f]quinazolin-9(8H)-one as potential kinase inhibitors involved to some extent in Alzheimer's disease.1 We previously reported that 4-N-

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::2d9627ce7513696b5616bc2f5545d5bb
https://doi.org/10.3390/ecsoc-20-b002

Pd-Catalyzed and Copper Assisted Regioselective Sequential C2 and C7 Arylation of Thiazolo[5,4-f]quinazolin-9(8H)-one with Aryl Halides

Autor: Corinne Fruit, Florence Couly, Thierry Besson, Marine Harari

Publikováno v: Organic Letters
Organic Letters, American Chemical Society, 2016, 18 (13), pp.3282-3285. ⟨10.1021/acs.orglett.6b01552⟩

International audience; A selective functionalization of thiazolo[5,4-f]quinazolin-9(8H)-one has been developed through sequential activation of C–H bonds to furnish diarylated compounds. This strategy allows the regioselective C2 and C7 arylation

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::3ab5de3e582c97730d81422fc035e6bc
https://hal-normandie-univ.archives-ouvertes.fr/hal-02046211

ChemInform Abstract: Ligand-Free Pd-Catalyzed and Copper-Assisted C-H Arylation of Quinazolin-4-ones with Aryl Iodides under Microwave Heating

Autor: Marine Harari, Christophe Hoarau, Corinne Fruit, Thierry Besson, Julien Godeau, Sylvain Laclef, Isabelle Schmitz-Afonso, Laurent Bischoff, Vincent Levacher

Publikováno v: ChemInform. 46

Several quinazolin-4-ones and pyrido-pyrimidin-4-one derivatives thereof are transformed according to the title reaction.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::6a9847ce59635834993e87c6f606665f
https://doi.org/10.1002/chin.201533213