Visible-light photoredox catalyzed synthesis of pyrroloisoquinolines via organocatalytic oxidation/ [3 + 2] cycloaddition/oxidative aromatization reaction cascade with Rose Bengal

Carlos Vila; Jonathan Lau; Magnus Rueping

doi:10.3762/bjoc.10.122

Visible-light photoredox catalyzed synthesis of pyrroloisoquinolines via organocatalytic oxidation/ [3 + 2] cycloaddition/oxidative aromatization reaction cascade with Rose Bengal

Carlos Vila, Jonathan Lau, Magnus Rueping^*

^*Corresponding author for this work

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

79 Scopus citations

Abstract

Pyrrolo[2,1-a]isoquinoline alkaloids have been prepared via a visible light photoredox catalyzed oxidation/[3 + 2] cycloaddition/ oxidative aromatization cascade using Rose Bengal as an organo-photocatalyst. A variety of pyrroloisoquinolines have been obtained in good yields under mild and metal-free reaction conditions.

Original language	English (US)
Pages (from-to)	1233-1238
Number of pages	6
Journal	Beilstein journal of organic chemistry
Volume	10
DOIs	https://doi.org/10.3762/bjoc.10.122
State	Published - May 27 2014
Externally published	Yes

Keywords

Alkaloids
Organocatalysis
Oxidation
Photochemistry
Photoredox catalysis
Rose Bengal
Visible-light

ASJC Scopus subject areas

Organic Chemistry

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10.3762/bjoc.10.122

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title = "Visible-light photoredox catalyzed synthesis of pyrroloisoquinolines via organocatalytic oxidation/ [3 + 2] cycloaddition/oxidative aromatization reaction cascade with Rose Bengal",

abstract = "Pyrrolo[2,1-a]isoquinoline alkaloids have been prepared via a visible light photoredox catalyzed oxidation/[3 + 2] cycloaddition/ oxidative aromatization cascade using Rose Bengal as an organo-photocatalyst. A variety of pyrroloisoquinolines have been obtained in good yields under mild and metal-free reaction conditions.",

keywords = "Alkaloids, Organocatalysis, Oxidation, Photochemistry, Photoredox catalysis, Rose Bengal, Visible-light",

author = "Carlos Vila and Jonathan Lau and Magnus Rueping",

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month = may,

day = "27",

doi = "10.3762/bjoc.10.122",

language = "English (US)",

volume = "10",

pages = "1233--1238",

journal = "Beilstein journal of organic chemistry",

issn = "1860-5397",

publisher = "Beilstein-Institut",

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Visible-light photoredox catalyzed synthesis of pyrroloisoquinolines via organocatalytic oxidation/ [3 + 2] cycloaddition/oxidative aromatization reaction cascade with Rose Bengal. / Vila, Carlos; Lau, Jonathan; Rueping, Magnus.
In: Beilstein journal of organic chemistry, Vol. 10, 27.05.2014, p. 1233-1238.

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

TY - JOUR

T1 - Visible-light photoredox catalyzed synthesis of pyrroloisoquinolines via organocatalytic oxidation/ [3 + 2] cycloaddition/oxidative aromatization reaction cascade with Rose Bengal

AU - Vila, Carlos

AU - Lau, Jonathan

AU - Rueping, Magnus

PY - 2014/5/27

Y1 - 2014/5/27

N2 - Pyrrolo[2,1-a]isoquinoline alkaloids have been prepared via a visible light photoredox catalyzed oxidation/[3 + 2] cycloaddition/ oxidative aromatization cascade using Rose Bengal as an organo-photocatalyst. A variety of pyrroloisoquinolines have been obtained in good yields under mild and metal-free reaction conditions.

AB - Pyrrolo[2,1-a]isoquinoline alkaloids have been prepared via a visible light photoredox catalyzed oxidation/[3 + 2] cycloaddition/ oxidative aromatization cascade using Rose Bengal as an organo-photocatalyst. A variety of pyrroloisoquinolines have been obtained in good yields under mild and metal-free reaction conditions.

KW - Alkaloids

KW - Organocatalysis

KW - Oxidation

KW - Photochemistry

KW - Photoredox catalysis

KW - Rose Bengal

KW - Visible-light

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U2 - 10.3762/bjoc.10.122

DO - 10.3762/bjoc.10.122

M3 - Article

AN - SCOPUS:84901641340

SN - 1860-5397

VL - 10

SP - 1233

EP - 1238

JO - Beilstein journal of organic chemistry

JF - Beilstein journal of organic chemistry

ER -

Visible-light photoredox catalyzed synthesis of pyrroloisoquinolines via organocatalytic oxidation/ [3 + 2] cycloaddition/oxidative aromatization reaction cascade with Rose Bengal

Abstract

Keywords

ASJC Scopus subject areas

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