54879-44-6

Upstream product

• 54879-88-8 N-benzyl-2,2-dimethoxyethylamine 
• 98-59-9 p-toluenesulfonyl chloride 
• 100-52-7 benzaldehyde 
• 80-39-7 N-ethyl-4-methyl-benzenesulfonamide 
• 58754-95-3 N-(2,2-dimethoxyethyl)-p-toluenesulfonamide 
• 100-44-7 benzyl chloride 

Downstream Products

• 119-65-3 isoquinoline 
• 20335-69-7 2-tosyl-1,2,3,4-tetrahydroisoquinoline 

Relevant academic research and scientific papers

Synthesis of tetrahydroisoquinolines through TiCl4-mediated cyclization and Et3SiH reduction

A versatile and efficient telescoped reaction sequence for the synthesis of tetrahydroisoquinolines (THIQs) is reported that uses TiCl4 to promote cyclization of a benzylaminoacetal derivative and Et3SiH for reduction of the intermediate 4-hydroxy-THIQ. This method is complimentary to the classical Pomeranz-Fritsch and related reactions since it tolerates electron-withdrawing substituents and allows access to 8-substituted THIQs.

ELECTROOXIDATIVE REARRANGEMENT OF TOSYLAMINO GROUP: FACILE SYNTHESIS OF α-AMINO ALDEHYDES FROM PRIMARY AMINES

Anodic axidation of primary N-tosylamines in methanol containing halide ion gave α-(N-tosylamino) aldehyde dimethyl acetals, synthetically useful intermediates equivalent to α-amino aldehydes.