62849-00-7

Upstream product

• 52916-86-6 2,3-dibromo-3-p-tolyl-propionic acid 
• 1866-39-3 4-methylcinnamic acid 
• 104-87-0 4-methyl-benzaldehyde 
• 52188-06-4 ethyl 3-(4-methylphenyl)prop-2-ynoate 
• 2227-58-9 3-(4-methylphenyl)prop-2-ynoic acid 

Downstream Products

• 131292-06-3 ethyl 5-(4-methylphenyl)-3-oxo-2-triphenylphosphoranylidenepent-4-ynoate 
• 38177-85-4 1-(buta-1,3-diyn-1-yl)-4-methylbenzene 
• 23463-79-8 5-p-Tolyl-pentadiin-(2.4)-saeure 
• 131292-19-8 5-p-Tolyl-penta-2,4-diynoyl chloride 
• 131291-96-8 ethyl 5-(4-methylphenyl)penta-2,4-diynoate 
• 131292-20-1 ethyl 7-(4-methylphenyl)-3-oxo-2-triphenylphosphoranylidenehepta-4,6-diynoate 

Relevant academic research and scientific papers

Stereospecific Synthesis of (E)-5-Tetrasubstituted-ylidene-3,5-dihydro-4 H-imidazol-4-ones

A stereospecific synthesis of (E)-5-tetrasubstituted-ylidene-3,5-dihydro-4H-imidazol-4-one derivatives is demonstrated through a cascade process by combination of a Michael addition and Boulton-Katritzky rearrangement. The method provides a simple and eff

Palladium-Catalyzed Enantioselective Heteroarenyne Cycloisomerization Reaction

The extensively developed ene-type enantioselective cycloisomerization of classical 1,n-enynes provides an efficient approach to chiral cyclic 1,4-dienes. In contrast, the catalytic asymmetric heteroarenyne (heteroarene–alkyne) cycloisomerization involving the dearomative transformation of endocyclic aromatic C=C bonds remains unknown. Herein, we communicate a PdH-catalyzed enantioselective heteroarenyne cycloisomerization reaction of alkyne-tethered indole substrates (formal 1,5- and 1,6-enynes). Based on this strategy, a variety of structurally diverse chiral spiro and fused indoline derivatives bearing quaternary stereocenters and exocyclic C=C bonds are afforded in moderate to excellent yields and excellent enantioselectivities (up to 98 % ee). The classical ene-type enantioselective 1,5-enyne cycloisomerization of N-vinylpropiolamides is also developed to afford chiral 2-pyrrolones in good to excellent ee values.

Carbene-catalyzed LUMO activation of alkyne esters for access to functional pyridines

A carbene-catalyzed LUMO activation of α,β-unsaturated alkyne esters is reported. This catalytic process allows for effective reactions of alkyne esters with enamides to synthesize functional pyridines via simple protocols. A previously unexplored unsaturated alkyne acyl azolium intermediate is involved in the key step of the reaction.

Synthesis of 4-Arylidenepyrazolones by a Gold-Catalyzed Cyclization/Arylidene Group Transfer Cascade of N-Propioloyl Hydrazones

An efficient gold-catalyzed cyclization/arylidene group transfer cascade reaction of N-propioloyl hydrazones has been developed. This method provides a novel approach for the synthesis of various functionalized 4-arylidenepyrazolones.

Gold-catalyzed cyclization and subsequent arylidene group transfer of O-propioloyl oximes

Gold-catalyzed cyclizations of O-propioloyl oximes via C-N bond formation followed by arylidene group transfer were successfully carried out to afford the corresponding 4-arylideneisoxazol-5(4H)-ones in good to excellent yields. As an example, (E)-benzaldehyde O-3-phenylpropioloyl oxime (1a) was reacted in acetonitrile at 25 °C in the presence of Au(PPh3)NTf2 (5 mol %) to give 4-benzylidene-3-phenylisoxazol-5(4H)-one (2a) in 90% yield. On the basis of crossover experiments, the arylidene "migration" was shown to proceed in an intermolecular manner.

Flash Vacuum Pyrolysis of Stabilised Phosphorous Ylides. Part 4. Stepwise Construction of Terminal 1,3-Diynes, Conjugated Diacetylenic Esters and a Triacetylenic Ester

Thirteen examples of stabilised alkynol ylides 6 have been prepared and are found, upon flash vacuum pyrolysis (FVP) at 500 deg C, to undergo extrusion of Ph3PO to give the diacetylenic esters 7 in moderate yield.At 750 deg C the same ylides afforded terminal 1,3-diynes 8 although often in poor yield.For R = 2-MeSC6H4 both 7 and 8 undergo secondary loss of Me* and cyclisation to give 2-alkynylbenzothiophene derivatives 9 and 10 in low yield.The first example of an alkadiynol ylide 11 has been prepared and is converted by FVP at 500 deg C into the triacetylenic ester 12.