Polymer-supported copper complex for C-N and C-O cross-coupling reactions with aryl boronic acids

Organic Letters

Volumn 6, Issue 18, 2004, Pages 3079-3082

  Chiang, Gary C H ^a   Olsson, Thomas ^a  

^a ASTRAZENECA R AND D   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

BORONIC ACID DERIVATIVE; CARBON; NITROGEN; OXYGEN; POLYMER; RESIN;

ARTICLE; CATALYST; CHEMICAL BOND; CHEMICAL STRUCTURE; CROSS COUPLING REACTION; REACTION ANALYSIS;

EID: 4544234236     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol048943e     Document Type: Article

References (28)

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24. Competing side reactions convert the excess boronic acid into the homocoupled biaryl products, but these are easily removed by flash chromatography.
25. 3 (0.88 mmol), and dichloromethane (8 mL) were added. The RBF was equipped with a vacuum adaptor, and the reaction mixture was agitated vigorously for 24 h, open to air. The reaction mixture was diluted with methanol (4 mL) and filtered to remove the catalyst and sieves. Purification was accomplished by flash chromatography to give the desired product.
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28. We have independently synthesized the copper(I) catalyst 8 by reacting CuI with resin 3. The coupling reaction of isatin and phenylboronic acid was subsequently tested with this catalyst, and the yield obtained was 66%, comparable to the results given in Table 1.