145782-20-3

Upstream product

• 3329-88-2 pent-3-yn-1-yl 4-methylbenzenesulfonate 
• 18719-29-4 4-hexynenitrile 
• 18303-04-3 N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide 
• 928-93-8 4-hexyn-1-ol 
• 10229-10-4 pent-3-yn-1-ol 
• 120788-31-0 1-amino-4-hexyne 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 145782-28-1 (E)-2-(1-phenylethylidene)-1-tosylpyrrolidine 
• 1218786-25-4 C₁₅H₂₁NO₂S 

Relevant academic research and scientific papers

Tandem Rh-catalysis: Decarboxylative β-keto acid and alkyne cross-coupling

Herein, we describe a regioselective Rh-catalyzed decarboxylative cross-coupling of β-keto acids and alkynes to access branched γ,δ-unsaturated ketones. Rh-hydride catalysis enables the isomerization of an alkyne to generate a metal-allyl species that can undergo carbon-carbon bond formation. Ketones are generated under mild conditions, without the need for base or activated electrophiles.

Intramolecular aminopalladation and cross coupling of acetylenic amines

Stereodefined 2-alkylidene-pyrrolidines and -piperidine were synthesized by treatment of an acetylenic amines with n-BuLi followed by addition of catalytic amount of Pd(OAc)2 and PPh3 in THF and 3 equiv of an organic halide.