title: Synthesis of isomeric isothiazolo[4',3':4,5]- and isothiazolo[4',5':4,5]thieno[3,2-b]pyrano[2,3-d]pyridines by combination of domino reactions.
abstract: Isothiazolothienopyridines have been prepared by a domino reaction (the SN2 reaction → the Thorpe-Ziegler reaction → the Thorpe-Guareschi reaction type) from disodium 4-cyanoisothiazole-3,5-dithiolate. By changing the order of addition of the alkylation reagents in the reaction with disodium 4-cyanoisothiazole-3,5-dithiolate both possible isomers of the isothiazolothienopyridines are synthesized. These isomers were further used in three-component domino reaction (the Knoevenagel reaction → the Michael reaction → the hetero-Thorpe-Ziegler reaction type) to obtain wide range of isomeric isothiazolothienopyranopyridines.
authors: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences , 119991 Moscow, Russian Federation.
authors: Anatoliy M
authors: AM
authors: Shestopalov
authors: Natalia A
authors: NA
authors: Larionova
authors: Alexander E
authors: AE
authors: Fedorov
authors: Lyudmila A
authors: LA
authors: Rodinovskaya
authors: Valery Yu
authors: VY
authors: Mortikov
authors: Andrey A
authors: AA
authors: Zubarev
authors: Ivan S
authors: IS
authors: Bushmarinov
mesh_terms: D020650:Combinatorial Chemistry Techniques; D008958:Models, Molecular; D015394:Molecular Structure; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D011714:Pyrans; D011725:Pyridines; D013438:Sulfhydryl Compounds; D013844:Thiazoles; D013876:Thiophenes