Palladium catalysis in reductive alkyl group transfer from trialkylamines to nitroarenes followed by cyclization

Chan Sik Cho; Tae Gyun Kim; Hae Won Kim

doi:10.1016/j.catcom.2009.03.024

Palladium catalysis in reductive alkyl group transfer from trialkylamines to nitroarenes followed by cyclization

Chan Sik Cho, Tae Gyun Kim, Hae Won Kim

Department of Applied Chemistry

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

7 Scopus citations

Abstract

Nitroarenes having electron donating and withdrawing substituents are reductively cyclized with an array of trialkylamines in the presence of a catalytic amount of Pd/C along with tin(II) chloride at 120 °C in a toluene/H₂O medium to afford quinolines in moderate to good yields. The product yield depends on the position of the substituent of nitroarenes and the chain length of trialkylamines. The addition of tin(II) chloride is essential for the formation of quinolines and toluene/H₂O is the solvent of choice.

Original language	English
Pages (from-to)	1482-1485
Number of pages	4
Journal	Catalysis Communications
Volume	10
Issue number	11
DOIs	https://doi.org/10.1016/j.catcom.2009.03.024
State	Published - 10 Jun 2009

Keywords

Alkyl group transfer
Cyclization
Nitroarenes
Palladium catalyst
Quinolines
Trialkylamines

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10.1016/j.catcom.2009.03.024

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title = "Palladium catalysis in reductive alkyl group transfer from trialkylamines to nitroarenes followed by cyclization",

abstract = "Nitroarenes having electron donating and withdrawing substituents are reductively cyclized with an array of trialkylamines in the presence of a catalytic amount of Pd/C along with tin(II) chloride at 120 °C in a toluene/H2O medium to afford quinolines in moderate to good yields. The product yield depends on the position of the substituent of nitroarenes and the chain length of trialkylamines. The addition of tin(II) chloride is essential for the formation of quinolines and toluene/H2O is the solvent of choice.",

keywords = "Alkyl group transfer, Cyclization, Nitroarenes, Palladium catalyst, Quinolines, Trialkylamines",

author = "Cho, {Chan Sik} and Kim, {Tae Gyun} and Kim, {Hae Won}",

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T1 - Palladium catalysis in reductive alkyl group transfer from trialkylamines to nitroarenes followed by cyclization

AU - Cho, Chan Sik

AU - Kim, Tae Gyun

AU - Kim, Hae Won

PY - 2009/6/10

Y1 - 2009/6/10

N2 - Nitroarenes having electron donating and withdrawing substituents are reductively cyclized with an array of trialkylamines in the presence of a catalytic amount of Pd/C along with tin(II) chloride at 120 °C in a toluene/H2O medium to afford quinolines in moderate to good yields. The product yield depends on the position of the substituent of nitroarenes and the chain length of trialkylamines. The addition of tin(II) chloride is essential for the formation of quinolines and toluene/H2O is the solvent of choice.

AB - Nitroarenes having electron donating and withdrawing substituents are reductively cyclized with an array of trialkylamines in the presence of a catalytic amount of Pd/C along with tin(II) chloride at 120 °C in a toluene/H2O medium to afford quinolines in moderate to good yields. The product yield depends on the position of the substituent of nitroarenes and the chain length of trialkylamines. The addition of tin(II) chloride is essential for the formation of quinolines and toluene/H2O is the solvent of choice.

KW - Alkyl group transfer

KW - Cyclization

KW - Nitroarenes

KW - Palladium catalyst

KW - Quinolines

KW - Trialkylamines

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DO - 10.1016/j.catcom.2009.03.024

M3 - Article

AN - SCOPUS:65649137811

SN - 1566-7367

VL - 10

SP - 1482

EP - 1485

JO - Catalysis Communications

JF - Catalysis Communications

IS - 11

ER -

Palladium catalysis in reductive alkyl group transfer from trialkylamines to nitroarenes followed by cyclization

Abstract

Keywords

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