(E)-α,β-unsaturated amides from tertiary amines, olefins and CO via Pd/Cu-catalyzed aerobic oxidative N-dealkylation

Renyi Shi; Hua Zhang; Lijun Lu; Pei Gan; Yuchen Sha; Heng Zhang; Qiang Liu; Matthias Beller; Aiwen Lei

doi:10.1039/c4cc08925a

(E)-α,β-unsaturated amides from tertiary amines, olefins and CO via Pd/Cu-catalyzed aerobic oxidative N-dealkylation

Renyi Shi
, Hua Zhang
, Lijun Lu
, Pei Gan
, Yuchen Sha
, Heng Zhang
, Qiang Liu
, Matthias Beller
, Aiwen Lei

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

75 Scopus citations

Abstract

A novel Pd/Cu-catalyzed chemoselective aerobic oxidative N-dealkylation/carbonylation reaction has been developed. Tertiary amines are utilized as a "reservoir" of "active" secondary amines in this transformation, which inhibits the formation of undesired by-products and the deactivation of the catalysts. This protocol allows for an efficient and straightforward construction of synthetically useful and bioactive (E)-α,β-unsaturated amide derivatives from easily available tertiary amines, olefins and CO.

Original language	English
Pages (from-to)	3247-3250
Number of pages	4
Journal	Chemical Communications
Volume	51
Issue number	15
DOIs	https://doi.org/10.1039/c4cc08925a
State	Published - 21 Feb 2015
Externally published	Yes

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10.1039/c4cc08925a

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title = "(E)-α,β-unsaturated amides from tertiary amines, olefins and CO via Pd/Cu-catalyzed aerobic oxidative N-dealkylation",

abstract = "A novel Pd/Cu-catalyzed chemoselective aerobic oxidative N-dealkylation/carbonylation reaction has been developed. Tertiary amines are utilized as a {"}reservoir{"} of {"}active{"} secondary amines in this transformation, which inhibits the formation of undesired by-products and the deactivation of the catalysts. This protocol allows for an efficient and straightforward construction of synthetically useful and bioactive (E)-α,β-unsaturated amide derivatives from easily available tertiary amines, olefins and CO.",

author = "Renyi Shi and Hua Zhang and Lijun Lu and Pei Gan and Yuchen Sha and Heng Zhang and Qiang Liu and Matthias Beller and Aiwen Lei",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2015.",

year = "2015",

month = feb,

day = "21",

doi = "10.1039/c4cc08925a",

language = "英语",

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TY - JOUR

T1 - (E)-α,β-unsaturated amides from tertiary amines, olefins and CO via Pd/Cu-catalyzed aerobic oxidative N-dealkylation

AU - Shi, Renyi

AU - Zhang, Hua

AU - Lu, Lijun

AU - Gan, Pei

AU - Sha, Yuchen

AU - Zhang, Heng

AU - Liu, Qiang

AU - Beller, Matthias

AU - Lei, Aiwen

PY - 2015/2/21

Y1 - 2015/2/21

N2 - A novel Pd/Cu-catalyzed chemoselective aerobic oxidative N-dealkylation/carbonylation reaction has been developed. Tertiary amines are utilized as a "reservoir" of "active" secondary amines in this transformation, which inhibits the formation of undesired by-products and the deactivation of the catalysts. This protocol allows for an efficient and straightforward construction of synthetically useful and bioactive (E)-α,β-unsaturated amide derivatives from easily available tertiary amines, olefins and CO.

AB - A novel Pd/Cu-catalyzed chemoselective aerobic oxidative N-dealkylation/carbonylation reaction has been developed. Tertiary amines are utilized as a "reservoir" of "active" secondary amines in this transformation, which inhibits the formation of undesired by-products and the deactivation of the catalysts. This protocol allows for an efficient and straightforward construction of synthetically useful and bioactive (E)-α,β-unsaturated amide derivatives from easily available tertiary amines, olefins and CO.

UR - https://www.scopus.com/pages/publications/84930006056

U2 - 10.1039/c4cc08925a

DO - 10.1039/c4cc08925a

M3 - 文章

C2 - 25610923

AN - SCOPUS:84930006056

SN - 1359-7345

VL - 51

SP - 3247

EP - 3250

JO - Chemical Communications

JF - Chemical Communications

IS - 15

ER -

(E)-α,β-unsaturated amides from tertiary amines, olefins and CO via Pd/Cu-catalyzed aerobic oxidative N-dealkylation

Abstract

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