SYNTHESIS AND STRUCTURE OF 9',10'-DIMETHOXY-7',11B'-DIHYDRO-2'Н,4'Н,6'Н- DISPIRO[CYCLOHEPTANE-1,1'-PYRRIDO[2,1-A]ISOQUINOLINE-3',1''-CYCLOHEPTANE]- 2',4'-DIONE
DOI:
https://doi.org/10.17072/2223-1838-2019-4-391-395Keywords:
X-ray diffraction analysis, Reformatsky reaction, methyl bromocycloheptane carboxylate, 3,4- dihydroisoquinolineAbstract
Interaction of Reformatsky reagent obtained from methyl 1-bromocycloheptanecarboxylate and zinc and 5,6-dimethoxy-3,4-dihydroisoquinoline, in ratio 2:1, leades to formation 7.8-dimethoxy-4,5- dihydrospiro[azeto[2,1-a]isoquinoline-1,1′-cycloheptane]-2(9bH)-one and 9',10'-dimethoxy-7',11b'- dihydro-2'H,4'H,6'H-dispiro[cycloheptane-1,1'-pyrido[2,1-a]isoquinolin-3',1''-cycloheptane]-2', 4'- dione. Products separated by fractional crystallization. The structure of the previously not described dispiroproduct was established by spectral methods and X-ray diffraction analysis. The paper provides a scheme for the formation of products and an explanation of the reasons for their preparation and a comparison of the reaction studied with the interaction of this dihydroisoquinoline with other carbocyclic Reformatsky reagents.References
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