64432-74-2

Upstream product

• 38846-64-9 2-ethynylbenzaldehyde 
• 67-64-1 acetone 
• 77123-58-1 2-[2-(trimethylsilyl)ethynyl]benzaldehyde 
• 6630-33-7 ortho-bromobenzaldehyde 
• 28272-96-0 2-vinylbenzaldehyde 
• 38846-62-7 o-<1,2-Dibromethyl>-benzaldehyd 
• 1439-36-7 1-triphenylphosphoranylidene-2-propanone 
• 1613407-16-1 (E)-4-(2-((trimethylsilyl)ethynyl)phenyl)but-3-en-2-one 

Downstream Products

• 38846-66-1 (E)-4-(2-{4-[2-((E)-3-Oxo-but-1-enyl)-phenyl]-buta-1,3-diynyl}-phenyl)-but-3-en-2-one 
• 67295-51-6 1-(o-ethynylphenyl)-9-methyl-1,4,6,8-undecatetraen-10-yn-3-one 
• 174018-27-0 1-(6-ethynyl-1,3,5-cycloheptatrienyl)-5-(2-ethynylphenyl)-1,4-pentadien-3-one 
• 114657-47-5 1,5-bis(2-ethynylphenyl)pentan-3-one 
• 114657-34-0 1,5-bis(2-trimethylsilylethynylphenyl)penta-1,4-dien-3-one 
• 114657-50-0 1,5-bis(2-trimethylsilylethynylphenyl)pent-1-en-3-one 
• 114657-46-4 1,5-bis(2-trimethylsilylethynylphenyl)pentan-3-one 
• 114657-61-3 13,14,16,17-tetrahydro-5,8-epithiodibenzocyclotridecen-15-one p-tosylhydrazone 
• 38846-67-2 (E)-1-(2-{4-[2-((E)-3-Hydroxy-3-methyl-pent-1-en-4-ynyl)-phenyl]-buta-1,3-diynyl}-phenyl)-3-methyl-pent-1-en-4-yn-3-ol 
• 55077-88-8 1,5-bis(2-ethynylphenyl)penta-1,4-dien-3-one 
• 64432-75-3 1-(o-ethynylphenyl)-7-methylnona-1,4,6-trien-8-yn-3-one 

Relevant academic research and scientific papers

Enantioselective oxidative gold catalysis enabled by a designed chiral P,N-bidentate ligand

A newly developed P,N-bidentate ligand enables enantioselective intramolecular cyclopropanation by a reactive α-oxo gold carbene intermediate generated in situ. The ligand design is based on our previously proposed structure (with a well-organized triscoordinated gold center) of the carbene intermediate in the presence of a P,N-bidentate ligand. A C2-symmetric piperidine ring was incorporated in the ligand as the nitrogen-containing moiety. A range of racemic transformations of α-oxo gold carbene intermediates have been developed recently, and this new class of chiral ligands could enable their modification for asymmetric synthesis, as demonstrated in this study.

Enantioselective construction of [6,5,6]-carbocyclic systems by organo/metal-catalyzed sequential reactions

An efficient strategy for the enantioselective construction of [6,5,6]-carbocyclic compounds has been established via one-pot reaction of (E)-4-(2-ethynylphenyl)but-3-en-2-ones with maleimide sequentially catalyzed by cinchona alkaloid-based primary amine and gold complex (Ph 3PAuNTf2). This methodology provided a facile approach to access the [6,5,6]-tricyclic skeleton in fairly good yield and with perfect enantioselectivities (98% to >99% ee).

The Synthesis of Some Thiophenophanes and Attempted Cyclisations to Polycyclic Thiophenium Salts

5,10-Diphenylcyclotrideca-2,4,10,12-tetraene-6,8-diyn-1-one (28), 5,6,7,8-tetrahydrodibenzocyclotridecen-15-one (21), and 13,14,16,17-tetrahydro-5,6,7,8-tetradehydrodibenzocyclotridecen-15-one (40) were synthesized.All attempts to add hydrogen sulphide across the triple bonds of these compounds to give thiophenes failed. 13,14,16,17-Tetrahydro-5,8-epithiodibenzocyclotridecen-15-one (43), from which hydrogen sulphide was removed by DDQ or chloroanil to give the ketone (40), was synthesized via the copper(II) acetate oxidation of 1,5-bis(2-ethynylphenyl)pentan-3-one (36).This ketone was obtained from 2-iodobenzaldehyde which on successive treatment with acetone, and ethynyltrimethylsilane yielded 1,5-bis(2-trimethylsilylethynylphenyl)penta-1,4-dien-3-one (18).Tributyltin hydride reduced the vinyl double bonds only in this ketone, and subsequent hydrolysis gave the ketone (36).Reduction of the cyclic ketone (40) with sodium borohydride gave the alcohol (41), sodium sulphide converted the diyne grouping into a thiophene ring giving the thiophene alcohol (42), and chromic acid now yielded the ketone (43).Attempts to convert this alcohol (42) and ketone (43) into pentacyclic sulphonium salts or related compounds resulted in elimination of oxygen and the formation of olefins.