Bender, Christoph published the artcileStereoselective 1-arylation of isoquinolines via chiral N-acylisoquinolinium salts, Quality Control of 27292-49-5, the publication is ARKIVOC (Gainesville, FL, United States) (2008), 111-136, database is CAplus.
Reaction of isoquinolines with (R)-menthyl chlorocarbonate or (S)-α-Cbz-aminoacyl fluorides and arenes or heteroarenes gave access to the corresponding 2-R1-1-R2-1,2-dihydroisoquinolines I [R1 = H, Br, Ph, 4-ClC6H4; R2 = menthyloxycarbonyl, N-benzyloxycarbonyl-2-amino-3-phenylpropionyl, N-benzyloxycarbonyl-2-amino-propionyl; R3 = 4-(1-dimethylaminonaphthyl), 4-Et2NC6H4, 3-indolyl, etc.] in a Mannich-type reaction via intermediate N-acylisoquinolinium salts. As an alternative, aryl metal compounds could be used. Modest stereoselectivities were achieved. Further reduction and hydrolysis of the products gave access to 1,2,3,4-tetrahydroisoquinolines II (R2 = H, Me; R3 = Ph, 4-Et2NC6H4, 3-MeOC6H4, 4-MeOC6H4, 3-indolyl).
ARKIVOC (Gainesville, FL, United States) published new progress about 27292-49-5. 27292-49-5 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Benzene,Phenol, name is 3-Morpholinophenol, and the molecular formula is C10H13NO2, Quality Control of 27292-49-5.
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