Synthesis of Tertiary Enamides by Ag2CO3-Promoted Pd-Catalyzed Alkenylation of Acyclic Secondary Amides

Arnaud Delforge; Irene Georgiou; Adrian Kremer; Johan Wouters; Davide Bonifazi

doi:10.1021/acs.orglett.6b02305

Synthesis of Tertiary Enamides by Ag₂CO₃-Promoted Pd-Catalyzed Alkenylation of Acyclic Secondary Amides

Arnaud Delforge, Irene Georgiou, Adrian Kremer, Johan Wouters, Davide Bonifazi

University of Namur

Research output: Contribution to journal › Article › peer-review

Abstract

A Pd-catalyzed methodology for the preparation of tertiary enamides from acyclic secondary amides and bromo acrylates under mild reaction conditions has been developed using [Pd₂(dba)₃], XantPhos, and Ag₂CO₃ as a base. The reaction occurs through a stereospecific metal-mediated oxidative-insertion mechanism.

Original language	English
Pages (from-to)	4844-4847
Number of pages	4
Journal	Organic Letters
Volume	18
Issue number	19
DOIs	https://doi.org/10.1021/acs.orglett.6b02305
Publication status	Published - 7 Oct 2016

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10.1021/acs.orglett.6b02305

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title = "Synthesis of Tertiary Enamides by Ag2CO3-Promoted Pd-Catalyzed Alkenylation of Acyclic Secondary Amides",

abstract = "A Pd-catalyzed methodology for the preparation of tertiary enamides from acyclic secondary amides and bromo acrylates under mild reaction conditions has been developed using [Pd2(dba)3], XantPhos, and Ag2CO3 as a base. The reaction occurs through a stereospecific metal-mediated oxidative-insertion mechanism.",

author = "Arnaud Delforge and Irene Georgiou and Adrian Kremer and Johan Wouters and Davide Bonifazi",

year = "2016",

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doi = "10.1021/acs.orglett.6b02305",

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AU - Delforge, Arnaud

AU - Georgiou, Irene

AU - Kremer, Adrian

AU - Wouters, Johan

AU - Bonifazi, Davide

PY - 2016/10/7

Y1 - 2016/10/7

N2 - A Pd-catalyzed methodology for the preparation of tertiary enamides from acyclic secondary amides and bromo acrylates under mild reaction conditions has been developed using [Pd2(dba)3], XantPhos, and Ag2CO3 as a base. The reaction occurs through a stereospecific metal-mediated oxidative-insertion mechanism.

AB - A Pd-catalyzed methodology for the preparation of tertiary enamides from acyclic secondary amides and bromo acrylates under mild reaction conditions has been developed using [Pd2(dba)3], XantPhos, and Ag2CO3 as a base. The reaction occurs through a stereospecific metal-mediated oxidative-insertion mechanism.

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DO - 10.1021/acs.orglett.6b02305

M3 - Article

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SN - 1523-7060

VL - 18

SP - 4844

EP - 4847

JO - Organic Letters

JF - Organic Letters

IS - 19

ER -

Synthesis of Tertiary Enamides by Ag₂CO₃-Promoted Pd-Catalyzed Alkenylation of Acyclic Secondary Amides

Abstract

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Physical Chemistry and characterization(PC2)

CCDC 1410566: Experimental Crystal Structure Determination

CCDC 1014015: Experimental Crystal Structure Determination

CCDC 1014016: Experimental Crystal Structure Determination

Cite this

Synthesis of Tertiary Enamides by Ag2CO3-Promoted Pd-Catalyzed Alkenylation of Acyclic Secondary Amides

Abstract

Access to Document

Other files and links

Fingerprint

Equipment

Physical Chemistry and characterization(PC2)

Datasets

CCDC 1410566: Experimental Crystal Structure Determination

CCDC 1014015: Experimental Crystal Structure Determination

CCDC 1014016: Experimental Crystal Structure Determination

Cite this

Synthesis of Tertiary Enamides by Ag₂CO₃-Promoted Pd-Catalyzed Alkenylation of Acyclic Secondary Amides