Anion-accelerated palladium-catalyzed intramolecular coupling of phenols with aryl halides

Journal of Organic Chemistry

Volumn 62, Issue 1, 1997, Pages 2-3

  Hennings, D David ^a   Iwasa, Seiji ^a   Rawal, Viresh H ^a  

^a UNIVERSITY OF CHICAGO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZOPYRAN DERIVATIVE; COUMARIN DERIVATIVE; PHENOL DERIVATIVE;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0031013608     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo961876k     Document Type: Article

References (16)

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12. 2 has ample precedent.
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15. 3. Presumably, the larger cations are better solvated, resulting in a more nucleophilic, "naked" phenolate anion.
16. On the basis of the available data, it seems that the rate-determining step for aryl bromides and iodides is not the oxidative addition but the nucleophilic attack of the phenolate on the transient palladium species 3.