Regioselective synthesis of 2-arylpropionic esters by palladium- catalyzed hydroesterification of styrene derivatives in molten salt media

Tetrahedron Letters

Volumn 39, Issue 39, 1998, Pages 7071-7074

  Zim, Danilo ^a   De Souza, Roberto F ^a   Dupont, Jairton ^a   Monteiro, Adriano L ^a  

^a FEDERAL UNIVERSITY OF RIO GRANDE DO SUL   (Brazil)

Author keywords

Antiinflammatory compounds; Hydroesterification; Molten salts; Palladium and compounds

Indexed keywords

ESTER; NONSTEROID ANTIINFLAMMATORY AGENT; PALLADIUM; PROPIONIC ACID DERIVATIVE; STYRENE;

ANTIINFLAMMATORY ACTIVITY; ARTICLE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; ESTERIFICATION; PRECURSOR; SYNTHESIS;

EID: 0032563915     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01551-2     Document Type: Article

References (18)

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15. 2 (0.05 mmol), (+)-neomenthyldiphenylphosphine (NMDPP, 0.1 mmol), p-toluenesulfonic acid(0.25 mmol), 1-n-butyl-3-methylimidazoliumtetrafluoroborate (4 mL), cyclohexane (12 mL), isopropanol (8 mL) and styrene-derivative (4.5 mmol) were placed in a 100 mL-stainless steel autoclave under argon. The reactor was pressurized with 10 atm of CO and the reaction mixture was stirred at 70°C during 20 hours. After cooling and releasing the excess of carbon monoxide the organic phase, (upper phase) was separated by decantation and analyzed by GC or distilled to afford the 2-arylpropionic ester.
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18. 14. Despite the styrene solution was added to the ionic solution under argon, some metallic palladium was observed after the organic solution giving lower the activity compared to entry 1 (table 1).