Cation radical imino Diels-Alder reaction: A new approach for the synthesis of tetrahydroquinolines

Xiaodong Jia; Hechun Lin; Congde Huo; Wei Zhang; Jianming Lü; Li Yang; Guangyu Zhao; Zhong Li Liu

doi:10.1055/s-2003-40989

Cation radical imino Diels-Alder reaction: A new approach for the synthesis of tetrahydroquinolines

Xiaodong Jia
, Hechun Lin
, Congde Huo
, Wei Zhang
, Jianming Lü
, Li Yang
, Guangyu Zhao
, Zhong Li Liu^*

^*Corresponding author for this work

Lanzhou University

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

49 Scopus citations

Abstract

Cycloaddition of N-arylimines with α-methylstyrenes or 2,3-dihydrofuran was efficiently catalyzed by tris(4-bromophenyl)aminium hexachloroantimonate (Ar₃N⁺·SbCl₆ ^-) producing tetrahydroquinoline derivatives in excellent yields. The reaction was controlled sensitively by the oxidation potentials of the imine and the dienophile.

Original language	English
Pages (from-to)	1707-1709
Number of pages	3
Journal	Synlett
Issue number	11
DOIs	https://doi.org/10.1055/s-2003-40989
State	Published - 2003
Externally published	Yes

Keywords

Cation radical
Cycloaddition
Imines
Tetrahydroquinolines

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10.1055/s-2003-40989

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title = "Cation radical imino Diels-Alder reaction: A new approach for the synthesis of tetrahydroquinolines",

abstract = "Cycloaddition of N-arylimines with α-methylstyrenes or 2,3-dihydrofuran was efficiently catalyzed by tris(4-bromophenyl)aminium hexachloroantimonate (Ar3N+·SbCl6 -) producing tetrahydroquinoline derivatives in excellent yields. The reaction was controlled sensitively by the oxidation potentials of the imine and the dienophile.",

keywords = "Cation radical, Cycloaddition, Imines, Tetrahydroquinolines",

author = "Xiaodong Jia and Hechun Lin and Congde Huo and Wei Zhang and Jianming L{\"u} and Li Yang and Guangyu Zhao and Liu, \{Zhong Li\}",

year = "2003",

doi = "10.1055/s-2003-40989",

language = "英语",

pages = "1707--1709",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "11",

}

TY - JOUR

T1 - Cation radical imino Diels-Alder reaction

T2 - A new approach for the synthesis of tetrahydroquinolines

AU - Jia, Xiaodong

AU - Lin, Hechun

AU - Huo, Congde

AU - Zhang, Wei

AU - Lü, Jianming

AU - Yang, Li

AU - Zhao, Guangyu

AU - Liu, Zhong Li

PY - 2003

Y1 - 2003

N2 - Cycloaddition of N-arylimines with α-methylstyrenes or 2,3-dihydrofuran was efficiently catalyzed by tris(4-bromophenyl)aminium hexachloroantimonate (Ar3N+·SbCl6 -) producing tetrahydroquinoline derivatives in excellent yields. The reaction was controlled sensitively by the oxidation potentials of the imine and the dienophile.

AB - Cycloaddition of N-arylimines with α-methylstyrenes or 2,3-dihydrofuran was efficiently catalyzed by tris(4-bromophenyl)aminium hexachloroantimonate (Ar3N+·SbCl6 -) producing tetrahydroquinoline derivatives in excellent yields. The reaction was controlled sensitively by the oxidation potentials of the imine and the dienophile.

KW - Cation radical

KW - Cycloaddition

KW - Imines

KW - Tetrahydroquinolines

UR - https://www.scopus.com/pages/publications/0042912898

U2 - 10.1055/s-2003-40989

DO - 10.1055/s-2003-40989

M3 - 文章

AN - SCOPUS:0042912898

SN - 0936-5214

SP - 1707

EP - 1709

JO - Synlett

JF - Synlett

IS - 11

ER -

Cation radical imino Diels-Alder reaction: A new approach for the synthesis of tetrahydroquinolines

Abstract

Keywords

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