87496-32-0Relevant articles and documents
SATURATED HETEROCYCLES. 47. SYNTHESIS OF SOME TETRAHYDROISOQUINOLINE CONDENSED 1,3-HETEROCYCLES
Fueloep, Ferenc,El-Gharib, M. Sami,Sohajda, Attila,Bernath, Gabor,Kobor, Jeno,Dombi, Gyoergy
, p. 1325 - 1329 (2007/10/02)
Calycotomine (2) and homocalycotomine (3) reacted with isothiocyanates to give the corresponding thiocarbamides (4, 5).The latter were treated with methyl iodide, and subsequent elimination of methyl mercaptan on treatment with alkali afforded 1,3-oxazolo-isoquinolines (6) and 1,3-oxazinoisoquinolines(7). 1,3-Thiazoloisoquinolines (8) and 1,3-thiazinoisoquinolines (9) were prepared from 4 and 5 with hydrogen chloride.Compound 7a was also synthetised by the reaction of 3 with phenyl isocyanate, followed by the elimination of water; 9a was obtainable from 7a by treatment with P4S10.The structures of compounds 6-9 were confirmed by 1H NMR.