200631-40-9

Upstream product

• 109-87-5 Dimethoxymethane 
• 110871-36-8 4-methyl-N-(2-methyl-1-phenylpropan-2-yl)benzenesulfonamide 
• 122-09-8 Phentermin 
• 98-59-9 p-toluenesulfonyl chloride 
• 17100-66-2 2-(tetrahydropyranyloxy)methylbromobenzene 
• 70-55-3 toluene-4-sulfonamide 
• 648895-02-7 (2-(2-methylallyl)phenyl)methanol 
• 1268267-77-1 2-isopentylbenzaldehyde 
• 1197-21-3 phentermine hydrochloride 

Downstream Products

• 28459-83-8 3,3-dimethyl-1,2,3,4-tetrahydroisoquinoline 
• 148671-62-9 3,3-dimethyl-3,4-dihydroisoquinoline N-oxide 
• 1400303-72-1 3,3-dimethyl-1-(p-tolyl)-3,4-dihydroisoquinoline 2-oxide 
• 1400303-73-2 3,3-dimethyl-1-(3,4,5-trimethoxyphenyl)-3,4-dihydroisoquinoline 2-oxide 
• 1400303-74-3 1-(4-(methoxycarbonyl)phenyl)-3,3-dimethyl-3,4-dihydroisoquinoline 2-oxide 
• 28460-55-1 3,3-dimethyl-3,4-dihydroisoquinoline 

Relevant academic research and scientific papers

Synthesis of Tetrahydroisoquinolines through an Iron-Catalyzed Cascade: Tandem Alcohol Substitution and Hydroamination

Rapid assembly of saturated nitrogen heterocycles - the synthetically more challenging variants of their aromatic relatives - can expedite the synthesis of biologically relevant molecules. Starting from a benzylic alcohol tethered to an unactivated alkene, an iron-catalyzed tandem alcohol substitution and hydroamination provides access to tetrahydroisoquinolines in a single synthetic step. Using a mild iron-based catalyst, the combination of these operations forms two carbon-nitrogen bonds and provides a unique annulation strategy to access this valuable core.

Fast Pd- and Pd/Cu-catalyzed direct C - H arylation of cyclic nitrones. Application to the synthesis of enantiopure quaternary α-amino esters

Cocatalysis by pivalic acid or copper bromide allows a very fast, clean, and high-yielding palladium-catalyzed coupling of a large array of aryl, thienyl, and pyridyl halides with cyclic nitrones, including DMPO. The study of the reaction conditions, scope, and mechanism is presented. Applied to the chiral nitrone MiPNO, this transformation provides a straightforward access to enantiopure a-methyl α-arylglycine esters.

Concise route to 3-arylisoquinoline skeleton by lewis acid catalyzed c(sp3)-h bond functionalization and its application to formal synthesis of (±)-Tetrahydropalmatine

An expeditious route to furnish an isoquinoline skeleton via hydride shift mediated C-H bond functionalization was developed. In this process, an unusual [1,5]-H shift without the assistance of the adjacent heteroatom took place to produce tetrahydroisoquinoline derivatives in good to excellent chemical yields. The formal synthesis of (±)-tetrahydropalmatine was achieved by exploiting this new transformation.