Palladium-Catalyzed C(sp                         2                         )-N Bond Cross-Coupling with Triaryl Phosphates

Zicong Chen; Xiangmeng Chen; Chau Ming So

doi:10.1021/acs.joc.9b00703

Palladium-Catalyzed C(sp ² )-N Bond Cross-Coupling with Triaryl Phosphates

Zicong Chen
, Xiangmeng Chen
, Chau Ming So

Research output: Journal article publication › Journal article › Academic research › peer-review

17 Citations (Scopus)

Abstract

The first general palladium-catalyzed amination of aryl phosphates is described. The combination of MorDalPhos with [Pd(?-cinnamyl)Cl] ₂ enables the amination of electron-rich, electron-neutral, and electron-poor aryl phosphates with a board range of aromatic, aliphatic, and heterocyclic amines. Common functional groups such as ether, keto, ester, and nitrile show an excellent compatibility in this reaction condition. The solvent-free amination reactions are also successful in both solid coupling partners. The gram-scale cross-coupling is achieved by this catalytic system.

Original language	English
Pages (from-to)	6366-6376
Number of pages	11
Journal	Journal of Organic Chemistry
Volume	84
Issue number	10
DOIs	https://doi.org/10.1021/acs.joc.9b00703
Publication status	Published - 17 May 2019

ASJC Scopus subject areas

Organic Chemistry

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10.1021/acs.joc.9b00703

http://hdl.handle.net/10397/101527

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title = "Palladium-Catalyzed C(sp 2 )-N Bond Cross-Coupling with Triaryl Phosphates",

abstract = " The first general palladium-catalyzed amination of aryl phosphates is described. The combination of MorDalPhos with [Pd(?-cinnamyl)Cl] 2 enables the amination of electron-rich, electron-neutral, and electron-poor aryl phosphates with a board range of aromatic, aliphatic, and heterocyclic amines. Common functional groups such as ether, keto, ester, and nitrile show an excellent compatibility in this reaction condition. The solvent-free amination reactions are also successful in both solid coupling partners. The gram-scale cross-coupling is achieved by this catalytic system. ",

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AU - Chen, Zicong

AU - Chen, Xiangmeng

AU - So, Chau Ming

PY - 2019/5/17

Y1 - 2019/5/17

N2 - The first general palladium-catalyzed amination of aryl phosphates is described. The combination of MorDalPhos with [Pd(?-cinnamyl)Cl] 2 enables the amination of electron-rich, electron-neutral, and electron-poor aryl phosphates with a board range of aromatic, aliphatic, and heterocyclic amines. Common functional groups such as ether, keto, ester, and nitrile show an excellent compatibility in this reaction condition. The solvent-free amination reactions are also successful in both solid coupling partners. The gram-scale cross-coupling is achieved by this catalytic system.

AB - The first general palladium-catalyzed amination of aryl phosphates is described. The combination of MorDalPhos with [Pd(?-cinnamyl)Cl] 2 enables the amination of electron-rich, electron-neutral, and electron-poor aryl phosphates with a board range of aromatic, aliphatic, and heterocyclic amines. Common functional groups such as ether, keto, ester, and nitrile show an excellent compatibility in this reaction condition. The solvent-free amination reactions are also successful in both solid coupling partners. The gram-scale cross-coupling is achieved by this catalytic system.

UR - https://www.scopus.com/pages/publications/85065787153

U2 - 10.1021/acs.joc.9b00703

DO - 10.1021/acs.joc.9b00703

M3 - Journal article

C2 - 31038958

AN - SCOPUS:85065787153

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SP - 6366

EP - 6376

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 10

ER -

Palladium-Catalyzed C(sp ² )-N Bond Cross-Coupling with Triaryl Phosphates

Abstract

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