50371-55-6

Upstream product

• 109-80-8 1.3-propanedithiol 
• 35302-72-8 pyrrol-2-yl trichloromethyl ketone 
• 930-69-8 sodium thiophenolate 
• 84174-89-0 2,2,2-trichloroacetyl pyrrole 
• 109-97-7 pyrrole 
• 79-36-7 dichloroacethyl chloride 

Relevant academic research and scientific papers

Chemoselective Reduction of Trichloromethyl Compounds to gem-Dichloromethyl Groups Following Appel's Reaction Protocol

A simple and easy reduction of trichloroacetyl compounds following the modification of Appel's reaction protocol, using triphenylphosphine and methanol, afforded the corresponding dichloroacetyl compounds, with the exception of trichloroacetylmorpholine,

Efficient partial hydrogenation of trichloromethyl to gem-dichloromethyl groups in platinum on carbon-catalyzed system

While gem-dichloromethyl groups can be directly synthesized by the mono-dechlorination of the corresponding trichloromethyl groups, the suppression control of the over-reduction to form chloromethyl or methyl functionalities is quite difficult. We have established the efficient and widely applicable mono-dechlorination method of the trichloromethyl groups to form the corresponding gem-dichloromethyl groups using platinum on carbon in dimethylacetamide as a specific solvent at 25 °C under a hydrogen atmosphere. The mono-dechlorination of the α,α,α- trichloromethylcarbonyl groups smoothly proceeded by the use of platinum on carbon as a catalyst in a highly chemoselective manner, while the efficient mono-dechlorination of the alkyl- and aryl-trichloromethyl groups required the combined use of Bu3SnH.

Reduction of 2,2,2-trichloro-1-arylethanones by RMgX: Mechanistic investigation and the synthesis of substituted α,α-dichloroketones

2,2,2-Trichloro-1-arylethanones undergo high yielding reductions to the corresponding 2,2-dichloro-1-arylethanones in the presence of RMgX. A single electron transfer mechanism for the reaction is proposed based on trapping experiments. Reaction of the intermediate enolates with a range of electrophiles is described, providing a convenient route to substituted α,α- dichloro-β-hydroxyketones and related molecules. The Royal Society of Chemistry 2013.

Platinum on carbon-catalyzed precise reduction control of trichloromethyl to Geminal-dichloromethyl groups

Geminal-dichloromethyl derivatives could be efficiently synthesized by the highly chemoselective platinum on carbon-catalyzed mono-dechlorination of trichloromethyl substrates in dimethylacetamide (DMA) as a specific solvent at 25 °C under a hydrogen atmosphere. Copyright

Spectroscopic and theoretical studies on some new pyrrol-2-yl-chloromethyl ketones

A novel series of pyrrole-2-yl chloromethyl ketones were synthesized and studied by FT-IR, 1H, 13C NMR spectroscopy and DFT calculations at the B3LYP/6-311++G(d,p) level of approximation. Two stable conformations were detected in solution: s-cis and s-trans forms where the C=O group is located on the same side or the opposite side of N-H group, respectively. The conformational stability of these molecules is governed mainly by intermolecular hydrogen bonding interactions. The strength of hydrogen bonds was evaluated on the basis of 1H chemical shift and infrared red shift ΔνN-H of the stretching vibration of N-H proton donating bonds. The quantum theory of 'atoms in molecules' as well as the natural bond orbital method were applied to characterize hydrogen bonding interactions. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2010.

A new synthesis of 2-substituted-1,3-dithianes from trichloromethyl compounds

Trichloromethyl compounds are efficiently converted into 1,3-dithianes upon reaction with a disodium 1,3-propanedithiolate-1,3-propanedithiol mixture in DMF solution at 0 °C. This synthesis is limited to those substrates where the substituent attached to the trichloromethyl group is an electron-withdrawing group.

4,5 Dihalopyrrol 2-yl di and tri halomethyl ketones

4,5-Dihalopyrrol-2-yl di- and trihalomethyl ketones, prepared by reaction of pyrrole with a di- or trihaloacetyl halide or with a di- or trihaloacetic anhydride and halogenation of the resulting pyrrol-2-yl di- or trihalomethyl ketone, useful as antibacterial, herbicidal and insecticidal agents.