TY - JOUR
AU - Panosyan, H. A.
AB - The reaction of {[4-(3,4-dimethoxyphenyl)tetrahydro-2H-pyran-4-yl]methyl}amine with diethyl oxalate was used to synthesize ethyl 2-({[4-(3,4-dimethoxyphenyl)tetrahydro-2H-pyran-4-yl]methyl}amino)-2-oxoacetate, whose cyclization with phosphorus oxychloroxide under Bischler–Napieralski reaction conditions gave 1-carbethoxy-substituted dihydroisoquinoline. By treatment with methylamine the latter was converted to the corresponding N-methylcarboxamide derivative, which was reduced to obtain N-methyl-6,7-dimethoxy-2,2',3,3',5',6'-hexahydro-1H-spiro[isquinoline-4,4'-pyran]-1-carboxamide. A series of novel derivatives of 4-spirotetrahydropyran-substituted dihydro- and tetrahydroisoquinolines with various different substituents in the first and second positions of the heterocyclic ring were prepared.
TI - Synthesis and Some Transformations of Ethyl 6,7-Dimethoxy-2',3',5',6'-tetrahydro-3H-spiro[isoquinoline-4,4'-pyran]-1-carboxylate
JF - Russian Journal of Organic Chemistry
DO - 10.1134/s1070428022110045
DA - 2022-11-01
UR - https://www.deepdyve.com/lp/springer-journals/synthesis-and-some-transformations-of-ethyl-6-7-dimethoxy-2-3-5-6-3zAnjZVJYK
SP - 1581
EP - 1588
VL - 58
IS - 11
DP - DeepDyve
ER -