702-08-9

Usage

InChI:InChI=1/C10H11F/c1-8(2)7-9-3-5-10(11)6-4-9/h3-6H,1,7H2,2H3

Upstream product

• 14568-34-4 2-methylprop-2-ene-1-sulfonyl chloride 
• 352-13-6 4-flourophenylmagnesium bromide 
• 948-65-2 2-phenyl-indole 
• 1397290-31-1 C₁₁H₁₂FN 
• 1422-53-3 2-bromo-4-fluorotoluene 
• 557-93-7 2-bromoprop-1-ene 
• 61150-57-0 2-bromo-4-fluorobenzyl bromide 
• 702-09-0 1-fluoro-4-(2-methylprop-1-en-1-yl)benzene 

Downstream Products

• 770-38-7 1-fluoro-4-isobutylbenzene 
• 21328-16-5 N-Formyl-α,α-dimethyl-4-fluorphenethylamin 

Relevant academic research and scientific papers

Catalytic, contra-Thermodynamic Positional Alkene Isomerization

The positional isomerization of C═C double bonds is a powerful strategy for the interconversion of alkene regioisomers. However, existing methods provide access to thermodynamically more stable isomers from less stable starting materials. Here, we report

Rhodium-Catalyzed, Enantioselective Hydroacylation of ortho-Allylbenzaldehydes

The development of a rhodium catalyst for endo- and enantioselective hydroacylation of ortho-allylbenzaldehydes is reported. A catalyst generated in situ from [Rh(COD)Cl]2, (R)-DTBM-SEGPHOS, and NaBARF promotes the desired hydroacylation reactions and minimizes the formation of byproducts from competitive alkene isomerization and ene/dehydration pathways. These rhodium-catalyzed processes generate the 3,4-dihydronaphthalen-1(2H)-one products in moderate-to-high yields (49-91%) with excellent enantioselectivities (96-99% ee).

Palladium-catalyzed C(sp2) - H cyanation using tertiary amine derived isocyanide as a cyano source

An unprecedented palladium-catalyzed cyanation of aromatic C-H bonds by using tertiary amine derived isocyanide as a novel cyano source was developed. Cu(TFA)2 was used as a requisite stoichiometric oxidant. Mechanistic studies suggest that a tertiary carbon cation-based intermediate is involved following the C-N bond breakage.

Ligandless iron-catalyzed desulfinylative C-C allylation reactions using Grignard reagents and alk-2-enesulfonyl chlorides

Alk-2-enesulfonyl chlorides 1-4 were synthesized by the BCl3-promoted ene reaction of alkenes with SO2. These sulfonyl chlorides were then used as electrophilic partners in iron-catalyzed desulfinylative cross-coupling reactions with different Grignard reagents (aromatic, aliphatic, and heteroaromatic). The reaction can be catalyzed with even 2 mol-% of the simple iron salt Fe(acac)3. The regioselectivity of these allylations was studied by using sulfonyl chlorides 3 and 4 with aryl Grignard reagents. The scope of these allylations was further extended by the coupling of ester-substituted alk-2-enesulfonyl chloride 10 with aromatic Grignard reagents. Symmetrical products were synthesized by double C-C allylation with the use of 2-methylidenepropane-1,3-disulfonyl chloride (12). Wiley-VCH Verlag GmbH & Co. KGaA.