New preparation and reactions of arylaluminum reagents using Barbier conditions

Synlett

Volumn , Issue 8, 2009, Pages 1321-1325

  Gao, Hongjun ^a   Knochel, Paul ^a  

^a UNIVERSITY OF MUNICH   (Germany)

Author keywords

1,4 addition; Acylation; Barbier reaction; Cross coupling; Organoaluminum

Indexed keywords

3 (4 METHOXYPHENYL)CYCLOHEXANONE; ALUMINUM CHLORIDE; ALUMINUM DERIVATIVE; ARYL IODIDE; ARYLALUMINUM; BIPHENYL DERIVATIVE; BROMIDE; CARBOXYLIC ACID DERIVATIVE; COPPER; CYCLOHEXANONE DERIVATIVE; ETHYL 4' METHOXYBIPHENYL 2 CARBOXYLATE; IODINE DERIVATIVE; KETONE; LITHIUM CHLORIDE; ORGANOMETALLIC COMPOUND; PALLADIUM; UNCLASSIFIED DRUG;

ACYLATION; ALLYLATION; ARTICLE; BARBIER REACTION; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CONTROLLED STUDY; CROSS COUPLING REACTION; ROOM TEMPERATURE;

EID: 67649400454     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0028-1088127     Document Type: Article

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24. 2AlCl soln (2.2 mmol, 0.8 M in heptane) was added. Finally, 4-bromoanisole (374 mg, 2.0 mmol) was added in one portion at 25 °C. After 3 h at this temperature, the reaction mixture was cannulated to a new Schlenk flask for the trapping reaction with an electrophile.
25. 2O).
26. 2) to obtain a light yellow oil (72% yield, 176 mg).
27. 2) to obtain a light yellow oil (95% yield, 389 mg).