519-01-7

Usage

InChI:InChI=1/C16H15N/c1-2-6-13-12(4-1)10-15-16-11(8-9-17-15)5-3-7-14(13)16/h1-7,15,17H,8-10H2

Upstream product

• 51-67-2 tyrosamine 
• 259263-97-3 4-methyl-N-[2-(4-hydroxyphenyl)ethyl]benzenesulfonamide 
• 2412-58-0 1-methyl-3,4,dihydroisoquinoline 
• 877-95-2 methyl-N-(benzyl-methyl)-formamide 
• 64-04-0 phenethylamine 
• 4965-16-6 1-(1-methylene-3,4-dihydroisoquinolin-2(1H)-yl)ethanone 
• 14528-29-1 6-acetyl-5,6,6a,7-tetrahydro-4H-dibenzo(de,g)quinoline 
• 729572-41-2 6-tosyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-yl trifluoromethanesulfonate 
• 729572-39-8 6-benzenesulfonyl-2-methoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-1-ol 
• 729572-42-3 6-tosyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolone 

Downstream Products

• 478-57-9 (+/-)-Aporphine 

Relevant academic research and scientific papers

Synthesis of Aporphine Analogues via Palladium-Catalyzed Intramolecular Aryl-Aryl Dehydrogenative Coupling

Reported herein is an intramolecular dehydrogenative coupling of two inert aryl C-H bonds for the synthesis of aporphine analogues. The process represents a novel tool for the preparation of aporphines via palladiun-catalyzed C-H bond activation. The present reaction is compatible with various functional groups, and the coupling products have been further applied for the synthesis of natural products aporphine and zenkerine.

A convenient formation of aporphine core via benzyne chemistry: Conformational analysis and synthesis of (R)-aporphine

Total synthesis of (R)-aporphine has been accomplished by an approach that employs in the key step a sequence of transformations involving a [4+2] cycloaddition reaction followed by a hydrogen migration, leading to aporphine core in good yield, which was subjected to a 1D gradient NOE experiment, conformational analysis, and simple transformations, including a small scale resolution process, to afford enantiomerically enriched aporphine alkaloid.

Synthesis of (±)-aporphine utilizing Pictet-Spengler and intramolecular phenol ortho-arylation reactions

A synthesis of the alkaloid (±)-aporphine is reported. The initial key step of the synthesis involves a Pictet-Spengler cyclization of N-tosyl tyramine with 2-bromophenylacetaldehyde in trifluoroacetic acid. This step was followed by the second strategic

PHOTOSENSITIZED SYNTHESIS OF PHENANTHRENE HETEROCYCLES FROM 1- AND 9-(AMINOALKYL)PHENANTHRENES

The photosensitized electron transfer reactions of several 1- and 9-(aminoalkyl)phenanthrenes with meta-dicyanobenzene have been investigated.These reactions provide an efficient method of synthesis for the skeletal structures of the aporphine, phenanthropiperidine, and phenanthroazepine alkaloids.