Highly functionalized benzene syntheses by directed mono or multiple magnesiations with TMPMgCl·LiCl

Wenwei Lin; Oliver Baron; Paul Knochel

doi:10.1021/ol0625536

Highly functionalized benzene syntheses by directed mono or multiple magnesiations with TMPMgCl·LiCl

Wenwei Lin, Oliver Baron, Paul Knochel^*

^*Corresponding author for this work

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

147 Citations (Scopus)

Abstract

The direct magnesiation of highly functionalized aromatics bearing an ester, a nitrile, or a ketone can be readily performed by using an OBoc as a directing group and TMPMgCl·LiCl as a base. It allows, for example, the preparation of a meta-magnesiated benzophenone in >95%. After quenching, highly functionalized and substituted benzenes are obtained.

Original language	English
Pages (from-to)	5673-5676
Number of pages	4
Journal	Organic Letters
Volume	8
Issue number	24
DOIs	https://doi.org/10.1021/ol0625536
Publication status	Published - 2006 Nov 23
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol0625536

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title = "Highly functionalized benzene syntheses by directed mono or multiple magnesiations with TMPMgCl·LiCl",

abstract = "The direct magnesiation of highly functionalized aromatics bearing an ester, a nitrile, or a ketone can be readily performed by using an OBoc as a directing group and TMPMgCl·LiCl as a base. It allows, for example, the preparation of a meta-magnesiated benzophenone in >95%. After quenching, highly functionalized and substituted benzenes are obtained.",

author = "Wenwei Lin and Oliver Baron and Paul Knochel",

year = "2006",

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doi = "10.1021/ol0625536",

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AU - Lin, Wenwei

AU - Baron, Oliver

AU - Knochel, Paul

PY - 2006/11/23

Y1 - 2006/11/23

N2 - The direct magnesiation of highly functionalized aromatics bearing an ester, a nitrile, or a ketone can be readily performed by using an OBoc as a directing group and TMPMgCl·LiCl as a base. It allows, for example, the preparation of a meta-magnesiated benzophenone in >95%. After quenching, highly functionalized and substituted benzenes are obtained.

AB - The direct magnesiation of highly functionalized aromatics bearing an ester, a nitrile, or a ketone can be readily performed by using an OBoc as a directing group and TMPMgCl·LiCl as a base. It allows, for example, the preparation of a meta-magnesiated benzophenone in >95%. After quenching, highly functionalized and substituted benzenes are obtained.

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U2 - 10.1021/ol0625536

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Highly functionalized benzene syntheses by directed mono or multiple magnesiations with TMPMgCl·LiCl

Abstract

ASJC Scopus subject areas

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