194418-48-9

Upstream product

• 95-48-7 ortho-cresol 
• 7476-66-6 methyl 2-chloro-2-phenylethanoate 
• 96-09-3 styrene oxide 
• 2665-12-5 tris(2-methylphenyl) borate 
• 194418-47-8 methyl (2-methylphenoxy)phenylacetate 

Downstream Products

• 194418-49-0 Toluene-4-sulfonic acid 2-phenyl-2-o-tolyloxy-ethyl ester 
• 92548-75-9 (1-phenyl-vinyl)-o-tolyl ether 

Relevant academic research and scientific papers

A new regio- and stereoselective intermolecular Friedel-Crafts alkylation of phenolic substrates with aryl epoxides

A conceptually new regioselective and highly syn-stereoselective intermolecular Friedel-Crafts-type O-alkylation of phenols with aryl epoxides by the use of appropriately substituted aryl borates is reported. The carbon-carbon bond formation occurs in neutral and mild conditions without the need for external Lewis acids or transition metal catalysts.

Reactivity of functionalized arylcarbenes. 2-Phenylethyl side chains and hetero analogues

Phenylcarbenes with -X-CH2Ph and -CH2-X-Ph (X = CH2, O, SiMe2) groups in the ortho position were generated thermally and photolytically from diazo or tosylhydrazone precursors. Stereorandom insertion reactions with β-C-H bonds were observed, pointing to a triplet abstraction-recombination mechanism. Large kinetic and stereochemical deuterium isotope effects support this notion. The ample formation of benzocyclobutenes from 2-CH2-X-Ph substrates is due to insertion of the carbenes into ArCH2-X bonds. Addition to the terminal phenyl groups competes with C-H and C-X insertion. The results of benzophenone sensitization and of trapping with methanol suggest that the intramolecular reactions of functionalized arylcarbenes proceed, at best, competitively with spin inversion.