- Synthesis and SAR Studies of Isoquinoline and Tetrahydroisoquinoline Derivatives as Melatonin Receptor Ligands
-
In our constant search for new successors of agomelatine, we report herein a new series of compounds resulting from bioisosteric modulation of the naphthalene ring. The isoquinoline and tetrahydroisoquinoline derivatives were synthesized and pharmacologic
- Ettaoussi, Mohamed,Laversin, Amélie,Vreulz, Brandon,Rami, Marouane,Lebegue, Nicolas,Delagrange, Philippe,Caignard, Daniel Henri,Melnyk, Patricia,Liberelle, Maxime,Yous, Sa?d
-
-
- Isoquinoline synthesis by C-H activation/annulation using vinyl acetate as an acetylene equivalent
-
Vinyl acetate is used as an acetylene equivalent in rhodium(III)-catalysed C-H activation/annulation with aryl ketoxime esters. Extension to an aldoxime ester allows for a concise formal synthesis of decumbenine B.
- Webb, Nicola J.,Raw, Steven A.,Marsden, Stephen P.
-
p. 5200 - 5205
(2018/06/19)
-
- Reaction of isoquinoline 2-oxides with methylsulfinylmethyl carbanion
-
7-Methoxy-3-methylsulfonyl-3H-benz[d]azepine (5) and 2-deuterio-3-(methyl-d3)-sulfonyl-3H-benz[d]azepine (14) were obtained from the reaction of the corresponding isoquinoline 2-oxides with methylsulfinylmethyl carbanion. A revised reaction mechanism is proposed on the basis of the results obtained by use of deuterated dimethyl sulfoxide-d6.
- Takeuchi,Masuda,Hamada
-
p. 2602 - 2604
(2007/10/02)
-
- Method of producing alpha2 antagonism
-
Method of producing alpha2 antagonism by administering thiadiazolo- and oxadiazolotetrahydroisoquinoline compounds.
- -
-
-
- Inhibiting phenylethanolamine N-methyltransferase with thiadiazolo and oxadiazolotetrahydroisoquinolines
-
Thiadiazolo- and oxadiazolotetrahydroisoquinoline compounds are inhibitors of phenylethanolamine N-methyltransferase.
- -
-
-
- A ONE-POT ISOQUINOLINE SYNTHESIS BY CYCLODEHYDROGENATION OF BENZYLAMINOACETALS WITH CHLOROSULFONIC ACID
-
A direct preparation of the fully aromatized isoquinolines (3a-l) by the cyclodehydrogenation of benzylamnoacetals (2a-l) with chlorosulfonic acid is described.Comparing the behavior of chlorosulfonic acid with that of sulfuric acid toward 1,2-dihydroisoquinoline, it is able to be suggested that benzylaminoacetals were cyclized first to 1,2-dihydroisoquinolines, subsequently, dehydrogenated to the fully aromatized isoquinolines by the hydride abstraction with ClSO3H.Subtitution by a larger R3 group than isopropyl in the acetal ArCH(R3)NHCH2CH(OEt)2, interfered this second step, so the corresponding isoquinolines could not be obtained.
- Kido, Kazuko,Watanabe, Yasuo
-
p. 1151 - 1154
(2007/10/02)
-