852525-63-4

Upstream product

• 403-43-0 4-fluorobenzoyl chloride 
• 693-02-7 hex-1-yne 
• 459-57-4 4-fluorobenzaldehyde 
• 191403-25-5 1-(4-fluorophenyl)hept-2-yn-1-ol 

Downstream Products

• 10443-59-1 2-butyl-4,5-dihydro-1H-imidazole 
• 1331771-59-5 (Z)-3-((2-aminoethyl)amino)-1-(4-fluorophenyl)hept-2-en-1-one 
• 403-42-9 1-(4-fluorophenyl)ethanone 

Relevant academic research and scientific papers

Bifunctional phosphine ligand-enabled gold-catalyzed direct cycloisomerization of alkynyl ketones to 2,5-disubstituted furans

An efficient synthesis of 2,5-disubstituted furans directly from alkynyl ketones has been developed via tandem gold(i)-catalyzed isomerization of alkynyl ketones to allenyl ketones and cycloisomerization. The key to the success of this chemistry is the use of a biphenyl-2-ylphosphine ligand featuring a critical remote tertiary amino group.

Nano CoCuFe2O4 catalyzed coupling reaction of acid chlorides with terminal alkynes: A powerful toolbox for palladium-free ynone synthesis

The present work describes the application of nano CoCuFe2O4 toward the coupling reaction of acyl chlorides with terminal alkynes. By this catalytic system, ynone derivatives were formed in high yields via a palladium-free strategy.

Oxyboration with and without a Catalyst: Borylated Isoxazoles via B-O-Bond Addition

Herein we report an oxyboration reaction with activated substrates that employs B-O σ bond additions to C-C π bonds to form borylated isoxazoles, which are potential building blocks for drug discovery. Although this reaction can be effectively catalyzed by gold, it is the first example of uncatalyzed oxyboration of C-C π bonds by B-O σ bonds-and only the second example that is catalyzed. This oxyboration reaction is tolerant of groups incompatible with alternative lithiation/borylation and palladium-catalyzed C-H activation/borylation technologies for the synthesis of borylated isoxazoles.

Dissecting alkynes: Full cleavage of polarized C≡C moiety via sequential bis-michael addition/retro-mannich cascade

The reaction of diaryl ketoalkynes with 1,2-diamino ethane leads to the full scission of the triple bond with the formation of acetophenone and imidazoline fragments. In this transformation, one of the alkyne carbons undergoes formal reduction with the formation of three C-H bonds, whereas the other carbon undergoes formal oxidation via the formation of three C-N bonds (one π and two σ). Computational analysis confirmed that the key fragmentation step proceeds via a six-membered TS in a concerted manner. Both amines are involved in the fragmentation: the N-H moiety of one amine transfers a proton to the developing negative charge at the enolate oxygen, while the other amine provides direct stereoelectronic assistance to the C-C bond cleavage via a hyperconjugative nN → σ*C-C interaction.

Rhodium-catalyzed addition of arylzinc reagents to aryl alkynyl ketones: Synthesis of β,β-disubstituted indanones

(Chemical Equation Presented) A rhodium-catalyzed addition of arylzinc reagents to aryl alkynyl ketones for the synthesis of highly substituted indanones has been developed. The key to success has proved to be a proper choice of the reaction system, which involves the employment of dppf as a ligand and 1,2-dichloroethane as a solvent.