Rodriguez-Aristegui, Sonsoles; Clapham, Kate M.; Barrett, Lauren; Cano, Celine; Desage-El Murr, Marine; Griffin, Roger J.; Hardcastle, Ian R.; Payne, Sara L.; Rennison, Tommy; Richardson, Caroline; Golding, Bernard T. published an article in 2011, the title of the article was Versatile synthesis of functionalised dibenzothiophenes via Suzuki coupling and microwave-assisted ring closure.Related Products of 38939-88-7 And the article contains the following content:
Amino-substituted biphenyls were obtained by Suzuki cross-coupling of 2,6-dibromoaniline with a phenylboronic acid (substituted with Me, NO2, OH, OMe or Cl) preferably assisted by microwave irradiation Conversion of the amino group into a thiol preceded a base-induced intramol. substitution, also facilitated by microwave heating, to generate the second C-S bond of the target dibenzothiophene, e.g. I (R1 = MeO, R2 = R3 = R4 = H; R1 = R2 = R4 = H, R3 = Cl; R1 = R3 = R4 = H, R2 = OH). The 1-, 2-, 3- or 4-substituted 6-halodibenzothiophenes obtained were subjected to a palladium-mediated coupling with 2-morpholin-4-yl-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4H-chromen-4-one to give the resp. 6-, 7-, 8- or 9-substituted dibenzothiophen-4-ylchromenones, e.g. II (R1 = MeO, R2 = R3 = R4 = H; R1 = R2 = R4 = H, R3 = Cl; R1 = R3 = R4 = H, R2 = OH). These compounds were evaluated as inhibitors of DNA-dependent protein kinase (DNA-PK) and compared to the parent 8-(dibenzo[b,d]thiophen-4-yl)-2-morpholin-4-yl-4H-chromen-4-one. Notably, derivatives bearing hydroxy or methoxy substituents at C-8 or C-9 retained activity, whereas substitution at C-7 lowered activity. Substitution with chloro at C-6 was not detrimental to activity, but a chloro group at C-7 or C-8 reduced potency. The data indicate permissive elaboration of hydroxyl at C-8 or C-9, enabling the possibility of improved pharmaceutical properties, while retaining potency against DNA-PK. The experimental process involved the reaction of 2-Chloro-4-methyl-1-nitrobenzene(cas: 38939-88-7).Related Products of 38939-88-7
The Article related to dibenzothiophenylchromenone preparation structure activity relationship dna protein kinase inhibiting, suzuki coupling intramol substitution microwave irradiation dibenzothiophenylchromenone preparation and other aspects.Related Products of 38939-88-7
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics