3506-51-2

Upstream product

• 127618-32-0 2-Diazo-3-methoxy-1-phenylpropanone 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 
• 98-88-4 benzoyl chloride 
• 40685-20-9 (E)-3-methoxy-1-phenylprop-2-en-1-one 
• 98-86-2 acetophenone 
• 109-94-4 formic acid ethyl ester 

Downstream Products

• 3463-27-2 1-methyl-5-phenyl-1H-pyrazole 
• 3463-26-1 1-methyl-3-phenyl-1H-pyrazole 
• 67617-50-9 3-Dimethylamino-1-phenyl-prop-2-in-1-on 
• 68760-16-7 2-Brom-3-dimethylamino-1-phenyl-prop-2-en-1-on 
• 3617-15-0 3-Methoxy-1-phenyl-2-propen-1-one 
• 51772-25-9 1,2-dimethyl-3-phenyl-pyrazolium; iodide 
• 57623-18-4 1-phenyl-3-(N-phenyl-hydrazino)-propenone 
• 4492-01-7 1,3-diphenyl-1H-pyrazole 
• 105994-77-2 4-bromo-1-methyl-5-phenyl-1H-pyrazole 
• 105994-55-6 4-bromo-1-methyl-3-phenyl-1H-pyrazole 
• 681466-34-2 1,3-bis-benzoyloxy-1-phenyl-propane 
• 5320-75-2 cinnamyl benzoate 
• 97678-04-1 Phenyl-(3-phenylsulfanyl-cyclopent-2-enyl)-methanone 
• 97678-05-2 Phenyl-(3-phenylsulfanyl-cyclopent-3-enyl)-methanone 

Relevant academic research and scientific papers

Conjugated Covalent Organic Frameworks via Michael Addition-Elimination

Dynamic covalent chemistry enables self-assembly of reactive building blocks into structurally complex yet robust materials, such as covalent organic frameworks (COFs). However, the synthetic toolbox used to prepare such materials, and thus the spectrum o

Gold-Catalyzed Hydroamination of Propargylic Alcohols: Controlling Divergent Catalytic Reaction Pathways to Access 1,3-Amino Alcohols, 3-Hydroxyketones, or 3-Aminoketones

A versatile approach to the valorization of propargylic alcohols is reported, enabling controlled access to three different products from the same starting materials. First, a general method for the hydroamination of propargylic alcohols with anilines is described using gold catalysis to give 3-hydroxyimines with complete regioselectivity. These 3-hydroxyimines can be reduced to give 1,3-amino alcohols with high syn selectivity. Alternatively, by using a catalytic quantity of aniline, 3-hydroxyketones can be obtained in high yield directly from propargylic alcohols. Further manipulation of the reaction conditions enables the selective formation of 3-aminoketones via a rearrangement/hydroamination pathway. The utility of the new chemistry was exemplified by the one-pot synthesis of a selection of N-arylpyrrolidines and N-arylpiperidines. A mechanism for the hydroamination has been proposed on the basis of experimental studies and density functional theory calculations.

Synthesis of substituted benzenes from α-methylene ketones

A new general method for the synthesis of substituted benzenes from cyclic ketones having active methylene groups via the corresponding hydroxymethylene ketones and enamino-ketones has been developed. Formylation of these ketones with ethyl formate followed by enamination with pyrrolidine produces enamino-ketones which on reaction with threefold excess of malononitrile in boiling benzene in the presence of ammonium acetate in acetic acid gives the substituted benzenes in good yield. The reaction has been extended to aliphatic and aromatic ketones having active methylene groups to give substituted benzenes and biphenyls, respectively.