Copper-Catalyzed Alkenylation of Cyanamides

Antoine Nitelet; Johan Wouters; Damien F. Dewez; Gwilherm Evano

doi:10.1021/acs.orglett.7b02859

Copper-Catalyzed Alkenylation of Cyanamides

Antoine Nitelet, Johan Wouters, Damien F. Dewez, Gwilherm Evano

Universite de Namur

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

Résumé

An efficient procedure for the copper-catalyzed cross-coupling between a broad range of cyanamides and iodoalkenes is reported. Upon reaction with catalytic amounts of copper(I) iodide and 2,2′-bisimidazole in the presence of cesium carbonate in DMF at 80 °C, a fast, regioselective, and stereoretentive cross-coupling occurs. This reaction, which was found to have a broad substrate scope, provides the first general entry to N-alkenylcyanamides, building blocks that hold great synthetic potential.

langue originale	Anglais
Pages (de - à)	6276-6279
Nombre de pages	4
journal	Organic Letters
Volume	19
Numéro de publication	23
Les DOIs	https://doi.org/10.1021/acs.orglett.7b02859
Etat de la publication	Publié - 1 déc. 2017

Accès au document

10.1021/acs.orglett.7b02859

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Physico-chimie et caractérisation (PC2)
Johan Wouters (!!Manager) & Carmela Aprile (!!Manager)
Plateforme technologique Caracterisation physico-chimiques
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CCDC 1572446: Experimental Crystal Structure Determination
Nitelet, A. (Créateur), Wouters, J. (Contributeur), Dewez, D. F. (Créateur) & Evano, G. (Créateur), University of Namur, 1 déc. 2017
DOI: 10.5517/ccdc.csd.cc1ps82t, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1ps82t&sid=DataCite
Ensemble de données

Contient cette citation

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title = "Copper-Catalyzed Alkenylation of Cyanamides",

abstract = "An efficient procedure for the copper-catalyzed cross-coupling between a broad range of cyanamides and iodoalkenes is reported. Upon reaction with catalytic amounts of copper(I) iodide and 2,2′-bisimidazole in the presence of cesium carbonate in DMF at 80 °C, a fast, regioselective, and stereoretentive cross-coupling occurs. This reaction, which was found to have a broad substrate scope, provides the first general entry to N-alkenylcyanamides, building blocks that hold great synthetic potential.",

author = "Antoine Nitelet and Johan Wouters and Dewez, {Damien F.} and Gwilherm Evano",

year = "2017",

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doi = "10.1021/acs.orglett.7b02859",

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volume = "19",

pages = "6276--6279",

journal = "Organic Letters",

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TY - JOUR

T1 - Copper-Catalyzed Alkenylation of Cyanamides

AU - Nitelet, Antoine

AU - Wouters, Johan

AU - Dewez, Damien F.

AU - Evano, Gwilherm

PY - 2017/12/1

Y1 - 2017/12/1

N2 - An efficient procedure for the copper-catalyzed cross-coupling between a broad range of cyanamides and iodoalkenes is reported. Upon reaction with catalytic amounts of copper(I) iodide and 2,2′-bisimidazole in the presence of cesium carbonate in DMF at 80 °C, a fast, regioselective, and stereoretentive cross-coupling occurs. This reaction, which was found to have a broad substrate scope, provides the first general entry to N-alkenylcyanamides, building blocks that hold great synthetic potential.

AB - An efficient procedure for the copper-catalyzed cross-coupling between a broad range of cyanamides and iodoalkenes is reported. Upon reaction with catalytic amounts of copper(I) iodide and 2,2′-bisimidazole in the presence of cesium carbonate in DMF at 80 °C, a fast, regioselective, and stereoretentive cross-coupling occurs. This reaction, which was found to have a broad substrate scope, provides the first general entry to N-alkenylcyanamides, building blocks that hold great synthetic potential.

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U2 - 10.1021/acs.orglett.7b02859

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M3 - Article

AN - SCOPUS:85036575026

SN - 1523-7060

VL - 19

SP - 6276

EP - 6279

JO - Organic Letters

JF - Organic Letters

IS - 23

ER -

Copper-Catalyzed Alkenylation of Cyanamides

Résumé

Accès au document

Autres fichiers et liens

Empreinte digitale

Équipement

Physico-chimie et caractérisation (PC2)

Ensembles de données

CCDC 1572446: Experimental Crystal Structure Determination

Contient cette citation