Preparation of polyfunctional arylmagnesium reagents bearing a triazene moiety. A new carbazole synthesis

Ching Yuan Liu; Paul Knochel

doi:10.1021/ol0505454

Preparation of polyfunctional arylmagnesium reagents bearing a triazene moiety. A new carbazole synthesis

Ching Yuan Liu, Paul Knochel

Department of Chemical and Materials Engineering

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

105 Scopus citations

Abstract

(Chemical Equation Presented) The reaction of iodo- or bromo-substituted aryltriazenes with i-PrMgCl·LiCl generates the corresponding magnesiated derivatives which react with various electrophiles (acid chlorides, 3-iodoenones, allylic halides, aldehydes) affording polyfunctional triazenes. They can be readily converted to the corresponding polyfunctional aryl iodides. This new synthetic strategy was applied to prepare functionalized carbazoles.

Original language	English
Pages (from-to)	2543-2546
Number of pages	4
Journal	Organic Letters
Volume	7
Issue number	13
DOIs	https://doi.org/10.1021/ol0505454
State	Published - 2005

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abstract = "(Chemical Equation Presented) The reaction of iodo- or bromo-substituted aryltriazenes with i-PrMgCl·LiCl generates the corresponding magnesiated derivatives which react with various electrophiles (acid chlorides, 3-iodoenones, allylic halides, aldehydes) affording polyfunctional triazenes. They can be readily converted to the corresponding polyfunctional aryl iodides. This new synthetic strategy was applied to prepare functionalized carbazoles.",

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AU - Liu, Ching Yuan

AU - Knochel, Paul

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N2 - (Chemical Equation Presented) The reaction of iodo- or bromo-substituted aryltriazenes with i-PrMgCl·LiCl generates the corresponding magnesiated derivatives which react with various electrophiles (acid chlorides, 3-iodoenones, allylic halides, aldehydes) affording polyfunctional triazenes. They can be readily converted to the corresponding polyfunctional aryl iodides. This new synthetic strategy was applied to prepare functionalized carbazoles.

AB - (Chemical Equation Presented) The reaction of iodo- or bromo-substituted aryltriazenes with i-PrMgCl·LiCl generates the corresponding magnesiated derivatives which react with various electrophiles (acid chlorides, 3-iodoenones, allylic halides, aldehydes) affording polyfunctional triazenes. They can be readily converted to the corresponding polyfunctional aryl iodides. This new synthetic strategy was applied to prepare functionalized carbazoles.

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DO - 10.1021/ol0505454

M3 - 期刊論文

C2 - 15957886

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JO - Organic Letters

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Preparation of polyfunctional arylmagnesium reagents bearing a triazene moiety. A new carbazole synthesis

Abstract

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