Direct catalytic benzylation of hydroxycoumarin - Efficient synthesis of warfarin derivatives and analogues

Magnus Rueping; Boris J. Nachtsheim; Erli Sugiono

doi:10.1055/s-0029-1219936

Direct catalytic benzylation of hydroxycoumarin - Efficient synthesis of warfarin derivatives and analogues

Magnus Rueping^*, Boris J. Nachtsheim, Erli Sugiono

^*Corresponding author for this work

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

27 Scopus citations

Abstract

Effective metal-catalyzed benzylations of 4-hydroxycoumarin have been developed. Employing a low amount of a cheap, nontoxic, and air-stable catalyst the 3-alkylated hydroxycoumarins were isolated in high yields after short reaction times. Applying this new methodology two widely used anticoagulants phenprocoumon and coumatetralyl were synthesized applying mild reaction conditions.

Original language	English (US)
Pages (from-to)	1549-1553
Number of pages	5
Journal	Synlett
Issue number	10
DOIs	https://doi.org/10.1055/s-0029-1219936
State	Published - 2010
Externally published	Yes

Keywords

Benzylation
Bismuth
Green chemistry
Homogeneous catalysis
Hydroalkylation

ASJC Scopus subject areas

Organic Chemistry

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10.1055/s-0029-1219936

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title = "Direct catalytic benzylation of hydroxycoumarin - Efficient synthesis of warfarin derivatives and analogues",

abstract = "Effective metal-catalyzed benzylations of 4-hydroxycoumarin have been developed. Employing a low amount of a cheap, nontoxic, and air-stable catalyst the 3-alkylated hydroxycoumarins were isolated in high yields after short reaction times. Applying this new methodology two widely used anticoagulants phenprocoumon and coumatetralyl were synthesized applying mild reaction conditions.",

keywords = "Benzylation, Bismuth, Green chemistry, Homogeneous catalysis, Hydroalkylation",

author = "Magnus Rueping and Nachtsheim, {Boris J.} and Erli Sugiono",

year = "2010",

doi = "10.1055/s-0029-1219936",

language = "English (US)",

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journal = "Synlett",

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T1 - Direct catalytic benzylation of hydroxycoumarin - Efficient synthesis of warfarin derivatives and analogues

AU - Rueping, Magnus

AU - Nachtsheim, Boris J.

AU - Sugiono, Erli

PY - 2010

Y1 - 2010

N2 - Effective metal-catalyzed benzylations of 4-hydroxycoumarin have been developed. Employing a low amount of a cheap, nontoxic, and air-stable catalyst the 3-alkylated hydroxycoumarins were isolated in high yields after short reaction times. Applying this new methodology two widely used anticoagulants phenprocoumon and coumatetralyl were synthesized applying mild reaction conditions.

AB - Effective metal-catalyzed benzylations of 4-hydroxycoumarin have been developed. Employing a low amount of a cheap, nontoxic, and air-stable catalyst the 3-alkylated hydroxycoumarins were isolated in high yields after short reaction times. Applying this new methodology two widely used anticoagulants phenprocoumon and coumatetralyl were synthesized applying mild reaction conditions.

KW - Benzylation

KW - Bismuth

KW - Green chemistry

KW - Homogeneous catalysis

KW - Hydroalkylation

UR - http://www.scopus.com/inward/record.url?scp=77953256914&partnerID=8YFLogxK

U2 - 10.1055/s-0029-1219936

DO - 10.1055/s-0029-1219936

M3 - Article

AN - SCOPUS:77953256914

SN - 0936-5214

SP - 1549

EP - 1553

JO - Synlett

JF - Synlett

IS - 10

ER -

Direct catalytic benzylation of hydroxycoumarin - Efficient synthesis of warfarin derivatives and analogues

Abstract

Keywords

ASJC Scopus subject areas

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