Metal-free Brønsted acid catalyzed transfer hydrogenation - New organocatalytic reduction of quinolines

Magnus Rueping; Thomas Theissmann; Andrey P. Antonchick

doi:10.1055/s-2006-939706

Metal-free Brønsted acid catalyzed transfer hydrogenation - New organocatalytic reduction of quinolines

Magnus Rueping^*, Thomas Theissmann, Andrey P. Antonchick

^*Corresponding author for this work

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

115 Scopus citations

Abstract

The first metal-free Brønsted acid catalyzed hydrogenation of quinolines using Hantzsch dihydropyridine as the hydrogen source has been developed. This, so far unprecedented organocatalytic reduction of heteroaromatic compounds provides a variety of differently substituted 1,2,3,4-tetrahydroquinolines in excellent yields under mild reaction conditions using a remarkably low amount of Brønsted acid catalyst.

Original language	English (US)
Pages (from-to)	1071-1074
Number of pages	4
Journal	Synlett
Issue number	7
DOIs	https://doi.org/10.1055/s-2006-939706
State	Published - May 3 2006
Externally published	Yes

Keywords

1,2,3,4-tetrahydroquinoline
Brønsted acid
Hantzsch dihydropyridine
Organocatalysis
Reduction
Transfer hydrogenation

ASJC Scopus subject areas

Organic Chemistry

Access to Document

10.1055/s-2006-939706

Cite this

@article{13a5cd839099428b9104679eea734157,

title = "Metal-free Br{\o}nsted acid catalyzed transfer hydrogenation - New organocatalytic reduction of quinolines",

abstract = "The first metal-free Br{\o}nsted acid catalyzed hydrogenation of quinolines using Hantzsch dihydropyridine as the hydrogen source has been developed. This, so far unprecedented organocatalytic reduction of heteroaromatic compounds provides a variety of differently substituted 1,2,3,4-tetrahydroquinolines in excellent yields under mild reaction conditions using a remarkably low amount of Br{\o}nsted acid catalyst.",

keywords = "1,2,3,4-tetrahydroquinoline, Br{\o}nsted acid, Hantzsch dihydropyridine, Organocatalysis, Reduction, Transfer hydrogenation",

author = "Magnus Rueping and Thomas Theissmann and Antonchick, {Andrey P.}",

year = "2006",

month = may,

day = "3",

doi = "10.1055/s-2006-939706",

language = "English (US)",

pages = "1071--1074",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "7",

}

TY - JOUR

T1 - Metal-free Brønsted acid catalyzed transfer hydrogenation - New organocatalytic reduction of quinolines

AU - Rueping, Magnus

AU - Theissmann, Thomas

AU - Antonchick, Andrey P.

PY - 2006/5/3

Y1 - 2006/5/3

N2 - The first metal-free Brønsted acid catalyzed hydrogenation of quinolines using Hantzsch dihydropyridine as the hydrogen source has been developed. This, so far unprecedented organocatalytic reduction of heteroaromatic compounds provides a variety of differently substituted 1,2,3,4-tetrahydroquinolines in excellent yields under mild reaction conditions using a remarkably low amount of Brønsted acid catalyst.

AB - The first metal-free Brønsted acid catalyzed hydrogenation of quinolines using Hantzsch dihydropyridine as the hydrogen source has been developed. This, so far unprecedented organocatalytic reduction of heteroaromatic compounds provides a variety of differently substituted 1,2,3,4-tetrahydroquinolines in excellent yields under mild reaction conditions using a remarkably low amount of Brønsted acid catalyst.

KW - 1,2,3,4-tetrahydroquinoline

KW - Brønsted acid

KW - Hantzsch dihydropyridine

KW - Organocatalysis

KW - Reduction

KW - Transfer hydrogenation

UR - http://www.scopus.com/inward/record.url?scp=33646574664&partnerID=8YFLogxK

U2 - 10.1055/s-2006-939706

DO - 10.1055/s-2006-939706

M3 - Article

AN - SCOPUS:33646574664

SN - 0936-5214

SP - 1071

EP - 1074

JO - Synlett

JF - Synlett

IS - 7

ER -

Metal-free Brønsted acid catalyzed transfer hydrogenation - New organocatalytic reduction of quinolines

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this