79756-87-9

Upstream product

• 126065-85-8 1,2-dichloro-1-(4-trifluoromethylphenyl)propene 
• 705-31-7 4-trifluoromethylphenylacetylene 
• 74-88-4 methyl iodide 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 74-99-7 prop-1-yne 
• 1737-26-4 1-(4-trifluorophenyl)ethanol 
• 89619-12-5 1-(1,2-dibromoethyl)-4-(trifluoromethyl)benzene 
• 126065-77-8 1-(1,1,2-Trichloro-propyl)-4-trifluoromethyl-benzene 
• 590-93-2 2-Butynoic acid 
• 455-13-0 4-Iodobenzotrifluoride 
• 1469462-84-7 1-cyano-1-(4-(trifluoromethyl)phenyl)ethyl diethyl phosphate 
• 40230-95-3 1-(4-trifluoromethylphenyl)-2-trimethylsilylethyne 
• 503-17-3 dimethylacetylene 
• 119757-51-6 1,2-bis(4-(trifluoromethyl)phenyl)ethyne 

Downstream Products

• 119757-51-6 1,2-bis(4-(trifluoromethyl)phenyl)ethyne 
• 1104636-13-6 1-(ferroceneylethynyl)-4-(trifluoromethyl)benzene 
• 1040255-80-8 C₂₄H₁₈F₃NO 
• 1040256-03-8 C₂₄H₁₈F₃NO 
• 1239367-85-1 Ti((2-NC₅H₄)CMe(CH₂NSiMe₃)2)[N(NPh₂)C(Me)C(4-C₆H₄CF₃)] 
• 1307725-53-6 dimethyl 2,4-dimethyl-3-(4-(trifluoromethyl)phenyl)-5H-cyclopenta[b]pyridine-6,6(7H)-dicarboxylate 
• 1307725-54-7 dimethyl 3,4-dimethyl-2-(4-(trifluoromethyl)phenyl)-5H-cyclopenta[b]pyridine-6,6(7H)-dicarboxylate 
• 1350770-14-7 3,6-dimethyl-4-phenyl-2-(4-(trifluoromethyl)phenyl)pyridine 
• 1350770-22-7 C₂₀H₁₆F₃N 
• 1372173-59-5 tert-butyl 4-methyl-5-oxo-3-(4-(trifluoromethyl)phenyl)-5,6-dihydropyridine-1(2H)-carboxylate 
• 1397717-86-0 C₂₄H₁₈F₃NO 
• 1397717-85-9 C₂₄H₁₈F₃NO 

Relevant academic research and scientific papers

Enantioselective Addition of α-Nitroesters to Alkynes

By using Rh–H catalysis, we couple α-nitroesters and alkynes to prepare α-amino-acid precursors. This atom-economical strategy generates two contiguous stereocenters, with high enantio- and diastereocontrol. In this transformation, the alkyne undergoes isomerization to generate a RhIII–π-allyl electrophile, which is trapped by an α-nitroester nucleophile. A subsequent reduction with In powder transforms the allylic α-nitroesters to the corresponding α,α-disubstituted α-amino esters.

Quantifying Error Correction through a Rule-Based Model of Strand Escape from an [ n]-Rung Ladder

The rational design of 3D structures (MOFs, COFs, etc.) is presently limited by our understanding of how the molecular constituents assemble. The common approach of using reversible interactions (covalent or noncovalent) becomes challenging, especially when the target is made from multivalent building blocks and/or under conditions of slow exchange, as kinetic traps and nonequilibrium product distributions are possible. Modeling the time course of the assembly process is difficult because the reaction networks include many possible pathways and intermediates. Here we show that rule-based kinetic simulations efficiently model dynamic reactions involving multivalent building blocks. We studied "strand escape from an [n]-rung ladder" as an example of a dynamic process characterized by a complex reaction network. The strand escape problem is important in that it predicts the time a dynamic system needs to backtrack from errors involving [n]-misconnections. We quantify the time needed for error correction as a function of the dissociation rate coefficient, strand valency, and seed species. We discuss the simulation results in relation to a simple probabilistic framework that captures the power law dependence on the strand's valency, and the inverse relationship to the rung-opening rate coefficient. The model also tests the synthetic utility of a one-rung (i.e., hairpin) seed species, which, at intermediate times, bifurcates to a long-lived, fully formed [n]-rung ladder and a pair of separated strands. Rule-based models thus give guidance to the planning of a dynamic covalent synthesis by predicting time to maximum yield of persistent intermediates for a particular set of rate coefficients and valency.

Palladium-catalyzed methylation of terminal alkynes

In this communication, a palladium-catalyzed procedure for the methylation of terminal alkynes has been developed. With N,N,N-trimethylbenzenaminium trifluoromethanesulfonate as the methyl source, various desired products were obtained in moderate to good yields. Both aromatic and aliphatic alkynes are applicable.

Direct Synthesis of 1-Arylprop-1-ynes with Calcium Carbide as an Acetylene Source

A simple method is described for the synthesis of 1-arylprop-1-ynes directly from aromatic aldehyde p -tosylhydrazones by using calcium carbide as an acetylene source. The salient features of this protocol are its use of a readily available and easily handled source of acetylene, its operational simplicity, its high yield, and its broad substrate scope.

A Pd-catalyzed domino Larock annulation/dearomative Heck reaction

A palladium-catalyzed domino Larock annulation/dearomative Heck reaction is developed, which delivers a range of tetracyclic indoline derivatives in moderate to excellent yields through a Larock annulation of N-bromobenzoyl o-iodoanilines with alkynes and a subsequent intramolecular dearomative Heck reaction. This protocol provides a straightforward route to structurally diverse indolines from readily available starting materials by forming two new rings and three chemical bonds in a single step.

Trimethylsilyl-Protected Alkynes as Selective Cross-Coupling Partners in Titanium-Catalyzed [2+2+1] Pyrrole Synthesis

Trimethylsilyl (TMS)-protected alkynes served as selective alkyne cross-coupling partners in titanium-catalyzed [2+2+1] pyrrole synthesis. Reactions of TMS-protected alkynes with internal alkynes and azobenzene under the catalysis of titanium imido comple

Controlled Single and Double Iodofluorination of Alkynes with DIH- and HF-Based Reagents

A novel protocol for the regio- and stereoselective iodofluorination of internal and terminal alkynes using 1,3-diiodo-5,5,-dimethylhydantoin and HF-based reagents is disclosed. This approach is used to prepare a fluorinated tamoxifen derivative in two steps from commercially available starting materials. A facile method enabling controlled regioselective double iodofluorination of terminal alkynes is also presented.

Indium-mediated Palladium-catalyzed Allylic Alkylation of Isatins with Alkynes

An unprecedented indium-mediated palladium-catalyzed allylic alkylation of isatins with alkynes is disclosed. This reaction provides a new, practical, and straightforward route to access 3-allyl-3-hydroxy-2-oxindoles in good yields with broad substrate scope and scalability, exhibiting high atom and step economy. A primary mechanistic study reveals that indium played two roles in the reaction, first as a reductant and second as a Lewis acid. Compared with previous methods, our strategy eliminated the steps for the separation and purification of the reaction intermediates, as well as pre-installing leaving groups to allylic substrates. Moreover, our reaction did not employ moisture-sensitive allylic metal species and stoichiometric oxidants. (Figure presented.).

Palladium-catalyzed allylation of tautomerizable heterocycles with alkynes

A method for the allylic amidation of tautomerizable heterocycles was developed by a palladium catalyzed allylation reaction with 100% atom economy. A series of structurally diverse N-allylic substituted heterocycles can be synthesized in good yields with high chemo-, regio-, and stereoselectivities under mild conditions.

Stereodivergent coupling of aldehydes and alkynes via synergistic catalysis using Rh and Jacobsen's amine

We report an enantioselective coupling between α-branched aldehydes and alkynes to generate vicinal quaternary and tertiary carbon stereocenters. The choice of Rh and organocatalyst combination allows for access to all possible stereoisomers with high enantio-, diastereo-, and regioselectivity. Our study highlights the power of catalysis to activate two common functional groups and provide access to divergent stereoisomers and constitutional structures.