153816-93-4

Upstream product

• 434-45-7 2,2,2-Trifluoroacetophenone 
• 141-78-6 ethyl acetate 
• 1071-46-1 hydrogen ethyl malonate 
• 105-36-2 ethyl bromoacetate 

Relevant academic research and scientific papers

Organocatalytic Decarboxylative Cyanomethylation of Difluoromethyl and Trifluoromethyl Ketones

An efficient organocatalytic method for the synthesis of difluoromethyl and trifluoromethyl substituted β-hydroxynitriles is introduced. The decarboxylative cyanomethylation of fluorinated ketones with readily available cyanoacetic acid gives a variety of tertiary alcohols in high yields and without concomitant water elimination. The reaction occurs in the presence of catalytic amounts of triethylamine, can be upscaled and applied to chlorofluoromethyl ketones and difluoromethyl ketimines. (Figure presented.).

Unexpected regioselective Heck arylation of ethyl (E)-4,4,4-trifluorocrotonate

Palladium-catalyzed Heck reactions of ethyl (E)-4,4,4-trifluorocrotonate 1 with aryl bromides 2a-f gave an unexpected α-arylated compound 4, ethyl (Z)-2-aryl-4,4,4-trifluorocrotonate, mainly rather than normal β-arylated compound 3, ethyl (Z)-3-aryl-4,4,4-trifluorocrotonate.

PROCESS FOR PRODUCING FUSED IMIDAZOLE COMPOUND, REFORMATSKY REAGENT IN STABLE FORM, AND PROCESS FOR PRODUCING THE SAME

The present invention provides an industrially advantageous process for producing a steroid C17,20 lyase inhibitor represented by the general formula (I): and a Reformatsky reagent in a stable form suitable for the process.In the present invention, a compound represented by the general formula (I) is produced by reducing a specific β-hydroxy ester compound derivative or a salt thereof obtained from a specific carbonyl compound in a Reformatsky reaction in the presence of a metal hydride complex and a metal halide, and then subjecting it to a ring-closing reaction. In the above Reformatsky reaction, it is useful to use a stable solution of a compound represented by the general formula BrZnCH2COOC2H5 or a crystal of the compound which is represented by the formula (BrZnCH2COOC2H5·THF)2.

Convenient preparation of metals deposited on solid supports and their use in organic synthesis

'High-surface alkali metals' can be conveniently prepared via deposition of corresponding metals on various supports such as sodium chloride, polyethylene, polypropylene and cross-linked polystyrene from their solutions in liquid ammonia. Alkali metals deposited on polymeric supports can be stored in form of stable suspensions in inert solvents and used for the acyloin and Dieckmann condensations and for preparation of organolithiums. Addition of the suspension of supported alkali metal to a solution of zinc chloride gave an active zinc on polymeric support, which can be used for the Reformatski and Barbier reactions.

Synthesis of Bis(trifluoromethyl)-Substituted Olefins: Methods of Preparation and Properties

Several bis(trifluoromethyl)- and trifluoromethyl-substituted alkenes, dienes, arylalkenes, and α,β-unsaturated derivatives of carbonyl compounds such as tosylhydrazone 5b and diazomethane 5c were prepared.Their reactivity towards a variety of nucleophiles, resulting from the electron-withdrawing effect of the trifluoromethyl group, was investigated.Depending on the trifluoromethyl- and a bis(trifluoromethyl)-substituted double bond, different regioselectivities were observed in the reaction with morpholinocyclohexene as a nucleophile.An explanation is given on the basis of the 13C-NMR data. - Keywords: Trifluoromethyl-substituted alkenes; anti-Michael addition; Acceptor-substituted double bond; Steric demand of a CF3 group; Charge-shift correlation

CONDENSATION OF POLYFLUOROALKYL PHENYL KETONES WITH ALKYL ACETATES

A series of β-polyfluoroalkyl-β-hydroxy esters were synthesized by the condensation of polyfluoroalkyl phenyl ketones with alkyl acetates in the presence of diethylaminomagnesium bromide, and some of their transformations with thionyl chloride were studied.