Synthesis of 4-substituted 1,5-dihydropyrrol-2-ones and 5,6-dihydro-1H-pyridin-2-ones by Negishi cross-coupling reactions: Short access to the antidepressant (±)-rolipram

Dominik Albrecht; Thorsten Bach

doi:10.1055/s-2007-982553

Synthesis of 4-substituted 1,5-dihydropyrrol-2-ones and 5,6-dihydro-1H-pyridin-2-ones by Negishi cross-coupling reactions: Short access to the antidepressant (±)-rolipram

Dominik Albrecht
, Thorsten Bach

Chair of Organic Chemistry 1

Technical University of Munich

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

18 Scopus citations

Abstract

A straightforward access to the title compounds was established by Pd-catalyzed Negishi cross-coupling reactions of the readily available bromides 3 and 6 with various functionalized zinc reagents (71-97% yield).

Original language	English
Pages (from-to)	1557-1560
Number of pages	4
Journal	Synlett
Issue number	10
DOIs	https://doi.org/10.1055/s-2007-982553
State	Published - 18 Jun 2007

Keywords

Catalysis
Cross-coupling
Heterocycles
Lactams
Palladium
Zinc

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10.1055/s-2007-982553

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title = "Synthesis of 4-substituted 1,5-dihydropyrrol-2-ones and 5,6-dihydro-1H-pyridin-2-ones by Negishi cross-coupling reactions: Short access to the antidepressant (±)-rolipram",

abstract = "A straightforward access to the title compounds was established by Pd-catalyzed Negishi cross-coupling reactions of the readily available bromides 3 and 6 with various functionalized zinc reagents (71-97\% yield).",

keywords = "Catalysis, Cross-coupling, Heterocycles, Lactams, Palladium, Zinc",

author = "Dominik Albrecht and Thorsten Bach",

year = "2007",

month = jun,

day = "18",

doi = "10.1055/s-2007-982553",

language = "English",

pages = "1557--1560",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

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T1 - Synthesis of 4-substituted 1,5-dihydropyrrol-2-ones and 5,6-dihydro-1H-pyridin-2-ones by Negishi cross-coupling reactions

T2 - Short access to the antidepressant (±)-rolipram

AU - Albrecht, Dominik

AU - Bach, Thorsten

PY - 2007/6/18

Y1 - 2007/6/18

N2 - A straightforward access to the title compounds was established by Pd-catalyzed Negishi cross-coupling reactions of the readily available bromides 3 and 6 with various functionalized zinc reagents (71-97% yield).

AB - A straightforward access to the title compounds was established by Pd-catalyzed Negishi cross-coupling reactions of the readily available bromides 3 and 6 with various functionalized zinc reagents (71-97% yield).

KW - Catalysis

KW - Cross-coupling

KW - Heterocycles

KW - Lactams

KW - Palladium

KW - Zinc

UR - https://www.scopus.com/pages/publications/34347357692

U2 - 10.1055/s-2007-982553

DO - 10.1055/s-2007-982553

M3 - Article

AN - SCOPUS:34347357692

SN - 0936-5214

SP - 1557

EP - 1560

JO - Synlett

JF - Synlett

IS - 10

ER -

Synthesis of 4-substituted 1,5-dihydropyrrol-2-ones and 5,6-dihydro-1H-pyridin-2-ones by Negishi cross-coupling reactions: Short access to the antidepressant (±)-rolipram

Abstract

Keywords

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