Amide to Alkyne Interconversion via a Nickel/Copper-Catalyzed Deamidative Cross-Coupling of Aryl and Alkenyl Amides

Watchara Srimontree; Adisak Chatupheeraphat; Hsuan-Hung Liao; Magnus Rueping

doi:10.1021/acs.orglett.7b01194

Amide to Alkyne Interconversion via a Nickel/Copper-Catalyzed Deamidative Cross-Coupling of Aryl and Alkenyl Amides

Watchara Srimontree, Adisak Chatupheeraphat, Hsuan-Hung Liao, Magnus Rueping^*

^*Corresponding author for this work

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

74 Scopus citations

Abstract

A nickel-catalyzed deamidative cross-coupling reaction of amides with terminal alkynes as coupling partners was disclosed. This newly developed methodology allows the direct interconversion of amides to alkynes and enables a facile route for C(sp2)-C(sp) bond formation in a straightforward and mild fashion.

Original language	English (US)
Pages (from-to)	3091-3094
Number of pages	4
Journal	Organic Letters
Volume	19
Issue number	12
DOIs	https://doi.org/10.1021/acs.orglett.7b01194
State	Published - Jun 16 2017

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Physical and Theoretical Chemistry

Access to Document

10.1021/acs.orglett.7b01194

http://repository.kaust.edu.sa/kaust/bitstream/10754/625096/1/Manuscript+accepted.pdf

Cite this

@article{3390a1e8334847fea43730954b1313b3,

title = "Amide to Alkyne Interconversion via a Nickel/Copper-Catalyzed Deamidative Cross-Coupling of Aryl and Alkenyl Amides",

abstract = "A nickel-catalyzed deamidative cross-coupling reaction of amides with terminal alkynes as coupling partners was disclosed. This newly developed methodology allows the direct interconversion of amides to alkynes and enables a facile route for C(sp2)-C(sp) bond formation in a straightforward and mild fashion.",

author = "Watchara Srimontree and Adisak Chatupheeraphat and Hsuan-Hung Liao and Magnus Rueping",

note = "KAUST Repository Item: Exported on 2018-05-17 Acknowledgements: H.-H.L. acknowledges the DAAD for a doctoral fellowship.",

year = "2017",

month = jun,

day = "16",

doi = "10.1021/acs.orglett.7b01194",

language = "English (US)",

volume = "19",

pages = "3091--3094",

journal = "Organic Letters",

issn = "1523-7052",

publisher = "American Chemical Society",

number = "12",

}

TY - JOUR

T1 - Amide to Alkyne Interconversion via a Nickel/Copper-Catalyzed Deamidative Cross-Coupling of Aryl and Alkenyl Amides

AU - Srimontree, Watchara

AU - Chatupheeraphat, Adisak

AU - Liao, Hsuan-Hung

AU - Rueping, Magnus

N1 - KAUST Repository Item: Exported on 2018-05-17 Acknowledgements: H.-H.L. acknowledges the DAAD for a doctoral fellowship.

PY - 2017/6/16

Y1 - 2017/6/16

N2 - A nickel-catalyzed deamidative cross-coupling reaction of amides with terminal alkynes as coupling partners was disclosed. This newly developed methodology allows the direct interconversion of amides to alkynes and enables a facile route for C(sp2)-C(sp) bond formation in a straightforward and mild fashion.

AB - A nickel-catalyzed deamidative cross-coupling reaction of amides with terminal alkynes as coupling partners was disclosed. This newly developed methodology allows the direct interconversion of amides to alkynes and enables a facile route for C(sp2)-C(sp) bond formation in a straightforward and mild fashion.

UR - http://hdl.handle.net/10754/625096

UR - http://pubs.acs.org/doi/full/10.1021/acs.orglett.7b01194

U2 - 10.1021/acs.orglett.7b01194

DO - 10.1021/acs.orglett.7b01194

M3 - Article

C2 - 28581761

SN - 1523-7052

VL - 19

SP - 3091

EP - 3094

JO - Organic Letters

JF - Organic Letters

IS - 12

ER -

Amide to Alkyne Interconversion via a Nickel/Copper-Catalyzed Deamidative Cross-Coupling of Aryl and Alkenyl Amides

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this