Pd/Cu-catalyzed C-H arylation of 1,3,4-thiadiazoles with (hetero)aryl iodides, bromides, and triflates

Dipak D. Vachhani; Abhishek Sharma; Erik Van Der Eycken

doi:10.1021/jo301401q

Pd/Cu-catalyzed C-H arylation of 1,3,4-thiadiazoles with (hetero)aryl iodides, bromides, and triflates

Dipak D. Vachhani
, Abhishek Sharma
, Erik Van Der Eycken

Department of Chemistry and Chemical Biology

KU Leuven

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

28 Scopus citations

Abstract

The direct C-H arylation of 1,3,4-thiadiazoles with a wide range of (hetero)aryl iodides, bromides, and triflates is described using a Pd/Cu-catalyzed protocol. The methodology is compatible with substrates possessing electron-donating or electron-withdrawing substituents and also tolerates sterically hindered aryl halides. The utility of the developed protocol is demonstrated by a one-pot C-H arylation-Suzuki coupling sequence.

Original language	English
Pages (from-to)	8768-8774
Number of pages	7
Journal	Journal of Organic Chemistry
Volume	77
Issue number	19
DOIs	https://doi.org/10.1021/jo301401q
State	Published - 5 Oct 2012

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abstract = "The direct C-H arylation of 1,3,4-thiadiazoles with a wide range of (hetero)aryl iodides, bromides, and triflates is described using a Pd/Cu-catalyzed protocol. The methodology is compatible with substrates possessing electron-donating or electron-withdrawing substituents and also tolerates sterically hindered aryl halides. The utility of the developed protocol is demonstrated by a one-pot C-H arylation-Suzuki coupling sequence.",

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T1 - Pd/Cu-catalyzed C-H arylation of 1,3,4-thiadiazoles with (hetero)aryl iodides, bromides, and triflates

AU - Vachhani, Dipak D.

AU - Sharma, Abhishek

AU - Van Der Eycken, Erik

PY - 2012/10/5

Y1 - 2012/10/5

N2 - The direct C-H arylation of 1,3,4-thiadiazoles with a wide range of (hetero)aryl iodides, bromides, and triflates is described using a Pd/Cu-catalyzed protocol. The methodology is compatible with substrates possessing electron-donating or electron-withdrawing substituents and also tolerates sterically hindered aryl halides. The utility of the developed protocol is demonstrated by a one-pot C-H arylation-Suzuki coupling sequence.

AB - The direct C-H arylation of 1,3,4-thiadiazoles with a wide range of (hetero)aryl iodides, bromides, and triflates is described using a Pd/Cu-catalyzed protocol. The methodology is compatible with substrates possessing electron-donating or electron-withdrawing substituents and also tolerates sterically hindered aryl halides. The utility of the developed protocol is demonstrated by a one-pot C-H arylation-Suzuki coupling sequence.

UR - https://www.scopus.com/pages/publications/84867374032

UR - https://www.scopus.com/pages/publications/84867374032#tab=citedBy

U2 - 10.1021/jo301401q

DO - 10.1021/jo301401q

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 19

ER -

Pd/Cu-catalyzed C-H arylation of 1,3,4-thiadiazoles with (hetero)aryl iodides, bromides, and triflates

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