38179-48-5

Upstream product

• 140-29-4 phenylacetonitrile 
• 870-63-3 prenyl bromide 
• 57-09-0 cetyltrimethylammonim bromide 
• 4553-07-5 ethyl phenylcyanoacetate 
• 1323928-41-1 C₁₆H₁₉NO₂ 

Downstream Products

• 634603-36-4 ethyl 7-methyl-3-oxo-4-phenyloct-6-enoate 
• 78103-84-1 ethyl 1-cyano-1,2,3,4-tetrahydro-4,4-dimethylnaphthalene-1-carboxylate 
• 705962-86-3 6-(4-methyl-1-phenylpent-3-enyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 
• 61559-21-5 2,5-Dimethyl-2-phenyl-4-hexenonitril 

Relevant academic research and scientific papers

Lanthanide-Catalyzed Tandem Addition of Amines to Cyanoalkenes: Synthesis of Cyclic Amidines

A tandem insertion of aliphatic nitriles and unactivated alkenes to the N-H bond of secondary aliphatic amines catalyzed by simple trialkyl rare-earth metal complexes was disclosed. This reaction provides a highly atom-economic and stereoselective way to a range of cyclic amidines under mild reaction conditions.

Green Organocatalytic Synthesis of Indolines and Pyrrolidines from Alkenes

Employing a green and efficient 2,2,2-trifluoroacetophenone-catalyzed oxidation of alkenes, which utilizes H2O2 as the green oxidant, a novel and sustainable synthesis of indolines and pyrrolidines was developed. This constitutes a cheap, general and environmentally-friendly protocol for the synthesis of substituted nitrogen-containing heterocycles. A variety of substitution patterns, both aromatic and aliphatic moieties, are well tolerated leading to the desired nitrogen heterocycles in good to excellent yields. (Figure presented.).

Efficient intramolecular hydroarylation catalysed by BiIII triflate

Non-activated aromatic compounds bearing unsaturated side-chains afford tetralin and benzosuberan derivatives in good yields in an atom-economic, environmentally friendly process catalysed by bismuth(III) trifluromethanesulfonate. Copyright

Multiple pathways in the synthesis of new annelated analogues of 6-benzyl-1-(ethoxymethyl)-5-isopropyluracil (emivirine)

Condensation of 3-(3,5-dimethylphenyl)-2-oxocyclopentanecarboxamide (11) with oxalyl chloride and condensation of ethyl 2-benzylamino-5-methyl-3-phenylcyclopent-1-enecarboxylate (17a) with trimethylsilyl isothiocyanate gave 7-(3,5-dimethylphenyl)-6,7-dihydro-5H-cyclopenta[e][1,3]oxazine-2,4-dione (12) and 1-benzyl-5-methyl-7-phenyl-2-thioxo-1,2,3,5,6,7-hexahydrocyclopentapyrimidin-4-o ne (18a), respectively. Acid catalyzed ring-closure of 6-(4-methyl-1-phenylpent-3-enyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one (26) and radical mediated ring-closure of 1,3-bis(benzyloxymethyl)-5-bromo-6-(1-phenylbut-3-enyl)-1H-pyrimidine-2,4-dione (32a) gave 5,5-dimethyl-8-phenyl-5,6,7,8-tetrahydro-1H-quinazoline-2,4-dione (28) and 1,3-bis(benzyloxymethyl)-5-methyl-7-phenyl-1,5,6,7-tetrahydrocyclopentapyrimidin e-2,4-dione (33), respectively. Annelated emivirine analogues 7-(3,5-dimethylphenyl)-1-ethoxymethyl-1,5,6,7-tetrahydrocyclopentapyrimidine-2,4 -dione (4), 1-ethoxymethyl-5,5-dimethyl-8-phenyl-5,6,7,8-tetrahydro-1H-quinazoline-2,4-dione (5) and 1-ethoxymethyl-5-methyl-7-phenyl-1,5,6,7-tetrahydrocyclopnetapyrimidine-2,4-dion e (6) were obtained in few steps from 12, 28 and 18a/33, respectively. These new analogues can be considered as conformationally locked analogues of emivirine. However, the compounds 4-6 showed lower activities against HIV-1 than emivirine and it is concluded that the locked conformation disfavours activity against HIV-1.

Odorant and/or flavorant substances

This invention discloses novel odorant and/or flavoring compositions containing a substituted tetralin or indan of the general formula STR1 wherein R' represents --CN, --COOH2 R6 or --COOCH2 R8 ; R2 through R8 represents hydrogen or methyl and n represents 1 or 2. The invention is also concerned with those novel tetralins and indans disclosed herein.