77259-96-2Relevant articles and documents
An Expeditious Synthesis of 8-Methoxy-1-tetralone
Castillo-Rangel, Norma,Pérez-Díaz, José Oscar H.,Vázquez, Alfredo
, p. 2050 - 2056 (2016/07/06)
8-Methoxy-1-tetralone was synthesized in a concise and efficient manner involving a sequential palladium-mediated cross-coupling reaction (Heck), catalytic hydrogenation, and intramolecular acylation mediated by Eaton's reagent or Lewis acids. The pivotal step in the synthesis was the use of a bromine substituent at the benzenoid C4 position of the intermediate methyl 4-arylbutyric ester to ensure cyclization ortho to the methoxy moiety and obviate cyclization at the para position to the thermodynamically preferred 6-methoxy-1-tetralone, the sole product obtained in the absence of this blocking group.
TETRAHYDRO-6,7-DIMETHOXY-1H-BENZ[E]ISOINODOLINES USEFUL IN THE TREATMENT OF HYPERTENSION AND AS SEDATIVES
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, (2008/06/13)
Disclosed herein are tetrahydro-benzo e!isoindolines represented by the formula STR1 wherein R, R 1 and R 2 are independently selected from hydrogen, loweralkyl of 1 to 4 carbon atoms, hydroxy, loweralkoxy of 1 to 3 carbon atoms, allyloxy, benzyloxy, benzoyloxy, thiomethyl, halo, STR2 wherein t is 0 or 1, n is 0 to 5 and R 11 and R 14 are independently selected from hydrogen, halo, hydroxy, loweralkyl of 1 to 4 carbon atoms, loweralkoxy of 1 to 3 carbon atoms or amino; orR and R. sub.1, or R 1 and R 2 can be taken together to form a methylenedioxy or ethylenedioxy bridge; with the proviso that at least one of R, R 1 or R 2 must be other than hydrogen and the proviso that two of R, R 1, or R 2 must be other than methoxy in the 7 and 8 positions when the remaining one of R, R 1 or R 2 is hydrogen; andR 3 is hydrogen, loweralkyl of 1 to 4 carbon atoms, halo-substituted loweralkyl of 1 to 4 carbon atoms, amino-substituted loweralkyl of 1 to 4 carbon atoms, amino-substituted arylalkyl, allyl, thioloweralkyl, loweralkanol, or STR3 wherein R 12 and R 13 are independently selected from hydrogen, hydroxy, amino, loweralkoxy of 1 to 3 carbon atoms and s is 1 to 3; or STR4 wherein m is 0, 1 or 2, p is 0 or 1, R 7 is hydrogen or loweralkyl of 1 to 4 carbon atoms and R 8 and R 9 are independently selected from hydrogen, hydroxy, methoxy, loweralkyl of 1 to 4 carbon atoms, or halo, or R 8 and R 9 can be taken together to form a methylenedioxy or ethylenedioxy bridge; or 1,4-benzodioxan of the formula STR5 wherein q is 1, 2 or 3, and R 10 is hydrogen, methoxy, amino, or halo; and the pharmaceutically acceptable salts thereof.