Asymmetric Brønsted acid-catalyzed Friedel-Crafts reactions of indoles with cyclic imines - Efficient generation of nitrogen-substituted quaternary carbon centers

Magnus Rueping; Sadiya Raja; Alberto Núñez

doi:10.1002/adsc.201000952

Asymmetric Brønsted acid-catalyzed Friedel-Crafts reactions of indoles with cyclic imines - Efficient generation of nitrogen-substituted quaternary carbon centers

Magnus Rueping^*, Sadiya Raja, Alberto Núñez

^*Corresponding author for this work

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

128 Scopus citations

Abstract

A new enantioselective Brønsted acidcatalyzed Friedel-Crafts reaction of indole with cyclic imines has been develeoped. This organocatalytic reaction provides for the first time optically active indolindolinone derivatives in high yields and with excellent enantioselectivities (up to 91% ee) under mild reaction conditions.

Original language	English (US)
Pages (from-to)	563-568
Number of pages	6
Journal	Advanced Synthesis and Catalysis
Volume	353
Issue number	4
DOIs	https://doi.org/10.1002/adsc.201000952
State	Published - Mar 7 2011
Externally published	Yes

Keywords

BINOL phosphate
Enantioselective Friedel-Crafts reaction
Organocatalysis
Quaternary carbon centers

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/adsc.201000952

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abstract = "A new enantioselective Br{\o}nsted acidcatalyzed Friedel-Crafts reaction of indole with cyclic imines has been develeoped. This organocatalytic reaction provides for the first time optically active indolindolinone derivatives in high yields and with excellent enantioselectivities (up to 91% ee) under mild reaction conditions.",

keywords = "BINOL phosphate, Enantioselective Friedel-Crafts reaction, Organocatalysis, Quaternary carbon centers",

author = "Magnus Rueping and Sadiya Raja and Alberto N{\'u}{\~n}ez",

year = "2011",

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doi = "10.1002/adsc.201000952",

language = "English (US)",

volume = "353",

pages = "563--568",

journal = "Advanced Synthesis and Catalysis",

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T1 - Asymmetric Brønsted acid-catalyzed Friedel-Crafts reactions of indoles with cyclic imines - Efficient generation of nitrogen-substituted quaternary carbon centers

AU - Rueping, Magnus

AU - Raja, Sadiya

AU - Núñez, Alberto

PY - 2011/3/7

Y1 - 2011/3/7

N2 - A new enantioselective Brønsted acidcatalyzed Friedel-Crafts reaction of indole with cyclic imines has been develeoped. This organocatalytic reaction provides for the first time optically active indolindolinone derivatives in high yields and with excellent enantioselectivities (up to 91% ee) under mild reaction conditions.

AB - A new enantioselective Brønsted acidcatalyzed Friedel-Crafts reaction of indole with cyclic imines has been develeoped. This organocatalytic reaction provides for the first time optically active indolindolinone derivatives in high yields and with excellent enantioselectivities (up to 91% ee) under mild reaction conditions.

KW - BINOL phosphate

KW - Enantioselective Friedel-Crafts reaction

KW - Organocatalysis

KW - Quaternary carbon centers

UR - http://www.scopus.com/inward/record.url?scp=79952556882&partnerID=8YFLogxK

U2 - 10.1002/adsc.201000952

DO - 10.1002/adsc.201000952

M3 - Article

AN - SCOPUS:79952556882

SN - 1615-4150

VL - 353

SP - 563

EP - 568

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 4

ER -

Asymmetric Brønsted acid-catalyzed Friedel-Crafts reactions of indoles with cyclic imines - Efficient generation of nitrogen-substituted quaternary carbon centers

Abstract

Keywords

ASJC Scopus subject areas

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