Direct copper-catalyzed α-arylation of benzyl phenyl ketones with aryl iodides: Route towards tamoxifen

Grégory Danoun; Anis Tlili; Florian Monnier; Marc Taillefer

doi:10.1002/anie.201206024

Direct copper-catalyzed α-arylation of benzyl phenyl ketones with aryl iodides: Route towards tamoxifen

Grégory Danoun
, Anis Tlili
, Florian Monnier
, Marc Taillefer

Institut Charles Gerhardt Montpellier

Résultats de recherche: Contribution à un journal › Article › Revue par des pairs

77 Citations (Scopus)

Résumé

No activation needed: The first efficient method for direct α-arylation of non-activated or non-protected family of enolizable ketones with simple aryl iodides employs a catalytic copper system. The method shows potential for the easy and step-economical synthesis of tamoxifen, the most commonly administrated drug for the management of breast cancer. R, R′, R′′ = electron-donating or electron-withdrawing groups.

langue originale	Anglais
Pages (de - à)	12815-12819
Nombre de pages	5
journal	Angewandte Chemie - International Edition
Volume	51
Numéro de publication	51
Les DOIs	https://doi.org/10.1002/anie.201206024
état	Publié - 14 déc. 2012
Modification externe	Oui

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10.1002/anie.201206024

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title = "Direct copper-catalyzed α-arylation of benzyl phenyl ketones with aryl iodides: Route towards tamoxifen",

abstract = "No activation needed: The first efficient method for direct α-arylation of non-activated or non-protected family of enolizable ketones with simple aryl iodides employs a catalytic copper system. The method shows potential for the easy and step-economical synthesis of tamoxifen, the most commonly administrated drug for the management of breast cancer. R, R′, R′′ = electron-donating or electron-withdrawing groups.",

keywords = "arenes, copper, homogeneous catalysis, ketones, synthetic methods",

author = "Gr{\'e}gory Danoun and Anis Tlili and Florian Monnier and Marc Taillefer",

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T1 - Direct copper-catalyzed α-arylation of benzyl phenyl ketones with aryl iodides

T2 - Route towards tamoxifen

AU - Danoun, Grégory

AU - Tlili, Anis

AU - Monnier, Florian

AU - Taillefer, Marc

PY - 2012/12/14

Y1 - 2012/12/14

N2 - No activation needed: The first efficient method for direct α-arylation of non-activated or non-protected family of enolizable ketones with simple aryl iodides employs a catalytic copper system. The method shows potential for the easy and step-economical synthesis of tamoxifen, the most commonly administrated drug for the management of breast cancer. R, R′, R′′ = electron-donating or electron-withdrawing groups.

AB - No activation needed: The first efficient method for direct α-arylation of non-activated or non-protected family of enolizable ketones with simple aryl iodides employs a catalytic copper system. The method shows potential for the easy and step-economical synthesis of tamoxifen, the most commonly administrated drug for the management of breast cancer. R, R′, R′′ = electron-donating or electron-withdrawing groups.

KW - arenes

KW - copper

KW - homogeneous catalysis

KW - ketones

KW - synthetic methods

U2 - 10.1002/anie.201206024

DO - 10.1002/anie.201206024

M3 - Article

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AN - SCOPUS:84871013524

SN - 1433-7851

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 51

ER -

Direct copper-catalyzed α-arylation of benzyl phenyl ketones with aryl iodides: Route towards tamoxifen

Résumé

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