118138-22-0

Upstream product

• 82045-06-5 1-(acetoxymethyl)-2,2-difluoro-3-phenylcyclopropane 
• 103-54-8 cinnamyl acetate 
• 742112-05-6 cinnamyloxy(triisopropylsilane) 
• 74457-57-1 1-acetoxy(methyl)-2,2-difluoro-3-phenylcyclopropane 
• 77134-01-1 (Z)-cinnamyl acetate 
• 4510-34-3 (Z)-cinnamyl alcohol 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 
• 21040-45-9 Cinnamyl acetate 

Downstream Products

• 81635-04-3 Toluene-4-sulfonic acid (1R,3R)-2,2-difluoro-3-phenyl-cyclopropylmethyl ester 
• 81635-09-8 ((1R,3S)-2,2-Difluoro-3-phenyl-cyclopropyl)-acetonitrile 
• 81635-17-8 (2Z,4E)-4-Fluoro-5-phenyl-penta-2,4-dienenitrile 
• 81635-17-8 (2E,4E)-4-Fluoro-5-phenyl-penta-2,4-dienenitrile 
• 81635-19-0 (1E,3,E)-3-Fluoro-4-phenyl-1,3-butadienylphenylsulfone 
• 81735-94-6 (1E,3Z)-3-Fluoro-4-phenyl-1,3-butadienylphenylsulfon 
• 81635-10-1 C₁₆H₁₄F₂O₂S 

Relevant academic research and scientific papers

Difluorocarbene Addition to Alkenes and Alkynes in Continuous Flow

The first in-flow difluorocarbene generation and addition to alkenes and alkynes is reported. The application of continuous flow technology allowed for the controlled generation of difluorocarbene from TMSCF3 and a catalytic quantity of NaI. Th

Evaluating the thermal vinylcyclopropane rearrangement (VCPR) as a practical method for the synthesis of difluorinated cyclopentenes: Experimental and computational studies of rearrangement stereospecificity

Vinyl cyclopropane rearrangement (VCPR) has been utilised to synthesise a difluorinated cyclopentene stereospecifically and under mild thermal conditions. Difluorocyclopropanation chemistry afforded ethyl 3-(1'(2'2'-difluoro-3'-phenyl)cyclopropyl) propenoate as all four stereoisomers (18a, 18b, 22a, 22b) (all racemic). The trans-E isomer (18a), prepared in 70% yield over three steps, underwent near quantitative VCPR to difluorocyclopentene 23 (99 %). Rearrangements were monitored by 19F NMR (100-180 °C). While cis/trans cyclopropane stereoisomerisation was facile, favouring trans-isomers by a modest margin, no E/Z alkene isomerisation was observed even at higher temperatures. Neither cis nor trans Z-alkenoates underwent VCPR, even up to much higher temperatures (180 °C). The cis-cyclopropanes underwent [3,3]-rearrangement to afford benzocycloheptadiene species. The reaction stereospecificity was explored by using electronic structure calculations, and UB3LYP/6-31G methodology allowed the energy barriers for cyclopropane stereoisomerisation, diastereoisomeric VCPR and [3,3]-rearrangement to be ranked in agreement with experiment.

Studies on Organic Fluorine Compounds. 38. Ring-Opening Reactions of gem-Difluorocyclopropyl Ketones with Nucleophiles

Syntheses of gem-difluorocyclopropyl ketones (3a-d) and their reactions with nucleophiles are described.Ring-opening reaction of 3a,c,d having a hydrogen substituent at C1 adjacent to the carbonyl group with a methanolate anion gave carboxylic acid derivatives derived from C1-C2 bond scission (between the carbon atom with an acyl group and the carbon atom with fluorine substituents).On the other hand, reaction of 3a-c with a thiolate anion resulted in the C1-C3 bond cleavage (carbon-carbon bond opposite to the difluoromethylene group).

A STEREOSPECIFIC SYNTHESIS OF CONJUGATED FLUORODIENES BY A RING-OPENING REACTION OF gem-DIFLUOROCYCLOPROPANE DERIVATIVES

Ring-opening reactions of trans- and cis -gem-difluorocyclopropane derivatives (1) with appropriate bases proceeded stereospecifically to give (E,E)- and (E,Z)-fluorodiene derivatives (2), respectively.