145474-49-3

Basic information

• Product Name: 2-cinnamyl-1,2,3,4-tetrahydroisoquinoline
• Synonyms: 2-cinnamyl-1,2,3,4-tetrahydroisoquinoline
• CAS NO: 145474-49-3
• Molecular Weight: 249.356
• Mol File: 145474-49-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-cinnamyl-1,2,3,4-tetrahydroisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-cinnamyl-1,2,3,4-tetrahydroisoquinoline(145474-49-3)
• EPA Substance Registry System: 2-cinnamyl-1,2,3,4-tetrahydroisoquinoline(145474-49-3)

Safety Data

• Hazardous Substances Data: 145474-49-3(Hazardous Substances Data)

Upstream product

• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 4360-51-4 cinnamylamine 
• 21040-45-9 Cinnamyl acetate 
• 4392-24-9 Cinnamyl bromide 
• 14371-10-9 (E)-3-phenylpropenal 

Downstream Products

• 145474-59-5 1-phenyl-5,6-dihydrobenzoindolizine 

Relevant articles and documents

Structure-activity relationship studies of CNS agents, Part 23: N-(3-phenylpropyl)- and N-[(E)-cinnamyl]-1,2,3,4-tetrahydroisoquinoline mimic 1-phenylpiperazine at 5-HT1A receptors.

The 5-HT1A receptor affinities and ionization constants of a set of 1-arylpiperazine (4) 1,2,3,4-tetrahydroisoquinoline (6), and -quinoline (7) containing N-(omega-arylalkyl) or N-(E)-cinnamyl substituents as well as two morpholine derivatives (8a, 8b) we

Achieving control over the branched/linear selectivity in palladium-catalyzed allylic amination

Palladium-catalyzed reaction of unsymmetrical allylic electrophiles with amines gives rise to regioisomeric allylic amines. We have found that linear products result from the thermodynamically controlled isomerization of the initially formed branched products. The isomerization is promoted by protic acid and active palladium catalyst. The use of base shuts down the isomerization pathway and allows for the preparation and isolation of branched allylic amines. Solvent plays a key role in achieving high kinetic regioselectivity and in controlling the rate of isomerization. The isomerization can be combined with ring-closing metathesis to afford the synthesis of exocyclic allylic amines from their endocyclic precursors.

X=Y-ZH Systems as Potential 1,3-Dipoles. Part 36. 1,5-Electrocyclisation Processes via Oxidation of Tertiary Amines. Pyrrolo-dihydroisoquinolines and -dihydro-β-carbolines.

A range of tertiary N-allylamines derived from 1,2,3,4-tetrahydroisoquinoline undergo oxidative cyclisation, induced by Ag2CO3, to pyrrolo-dihydroisoquinolines in moderate to good yield.Analogous oxidative cyclisations are reported for N-allyl-tetrahydro-