78956-17-9

Upstream product

• 58085-33-9 α-phenylcinnamoyl chloride 
• 109-89-7 diethylamine 
• 886-38-4 diphenylcyclopropenone 
• 75-09-2 dichloromethane 
• 501-65-5 diphenyl acetylene 
• 201230-82-2 carbon monoxide 
• 121-44-8 triethylamine 
• 91-48-5 (E)-2,3-diphenylpropenoic acid 

Relevant academic research and scientific papers

Palladium-Catalyzed N-Acylation of Tertiary Amines by Carboxylic Acids: A Method for the Synthesis of Amides

A palladium-catalyzed N-acylation of tertiary amines by carboxylic acids was achieved through C-N cleavage. This reaction showed a wide substrate scope. Both aromatic and aliphatic acids served well as the acylating reagents and coupled with tertiary amines to produce the corresponding amides in good to excellent yields. With the strategy, bioactive carboxylic acids were also efficiently modified, highlighting the synthetic value of the process in organic synthesis.

Palladium-Catalyzed Hydroaminocarbonylation of Alkynes with Tertiary Amines via C-N Bond Cleavage

An efficient strategy for the cleavage of the C-N bond of tertiary amines was developed with DTBP as an oxidant, in which the cleaved H atom and amine moiety were successfully transferred to the desired products. This strategy has enabled an efficient palladium-catalyzed hydroaminocarbonylation of alkynes with tertiary amines. Notably, the catalyst loading could be lowered from 5 to 0.1 mol %, which represents the lowest catalyst loading among the reported work on carbonylation via C-N bond activation.

New Convenient One-Pot Methods of Conversion of Alkynes to Cyclobutenediones or α,β-Unsaturated Carboxylic Acids Using Novel Reactive Iron Carbonyl Reagents

Reactions of NaHFe(CO)4/RX or [HFe3(CO)11]- reagents with alkynes lead to the formation of the corresponding α,β-unsaturated carboxylic acids and/or the cyclobutenediones. The reagent generated in situ using the NaHFe(CO)4/CH3I combination in THF, on reaction with alkynes followed by CuCl2·2H2O oxidation, gives the corresponding cyclobutenediones (27-42%) and α,β-unsaturated carboxylic acids (10-22%), whereas the reagent generated using CH2Cl2 in place of CH3I leads to α,β-unsaturated carboxylic acids (37-60%) and their derivatives (35-55%) at 25°C. The same reagent system in the presence of acetic acid (4 equiv) yields the corresponding cyclobutenedione (33%). The reaction using Me3SiCl gives the corresponding α,β-unsaturated carboxylic acids (45-54%) at 25°C and the corresponding cyclobutenediones (51-63%) at 60°C. Interestingly, the reaction of the [HFe3(CO)11]- species generated using Fe(CO)5/NaBH4/CH3COOH, with alkynes at 25°C, followed by CuCl2·2H2O oxidation gives the corresponding cyclobutenediones (60-73%). The possible intermediates and pathways for the formation of α,β-unsaturated carboxylic acids and cyclobutenediones are discussed.

A new method for the regio and stereoselective hydrocarboxylation of alkynes using NaHFe(CO)4/CH2Cl2 system

The reagent generated in situ in THF using NaHFe(CO)4 and CH2Cl2 was used for the regio and stereoselective hydrocarboxylation of terminal and internal alkynes to obtain α,β-unsaturated carboxylic acid derivatives.

Substituent Effects on the CC Bond Strength, 17. - Formation and Stability of α-Carbamoylbenzyl Radicals

Products and kinetics of the homolytic thermolyses reactions of the three tertiary amides 6a-c of 2,3,3-triphenylpropanoic acid were studied in solution.The steric effects on the C-C bond homolysis processes were evaluated from MM2 calculations.Taking this into account, we deduced radical stabilization enthalpies RSE for the α-carbamoylbenzyl radicals 3a-c from the activation enthalpies ΔH(excit.) . - Key Words: Bond cleavage, C-C kinetics of / Radicals, stability of

On the Reaction of Diphenylcyclopropenone, its Functional Derivatives and Imonium Salts with Amines

The reactions of cyclopropenones 1, 2, cyclopropenone imines 3 and cyclopropenone imonium cations 5 with amines of different type are investigated and the structure of the products obtained is elucidated by means of spectral data and chemical behavior.The possible reaction modes and mechanisms are discussed.