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Synthesis 2015; 47(04): 511-516
DOI: 10.1055/s-0034-1379458
DOI: 10.1055/s-0034-1379458
paper
A Study of Negishi Cross-Coupling Reactions with Benzylzinc Halides To Prepare Original 3-Ethoxypyrazoles
Further Information
Publication History
Received: 01 October 2014
Accepted after revision: 24 October 2014
Publication Date:
21 November 2014 (online)
Abstract
The Negishi palladium-catalyzed cross-coupling reaction between 3-ethoxy-4-iodo-1H-pyrazole and various benzylzinc halides was extensively studied. Using simplified, robust, and optimized reaction conditions, a series of electron-poor benzylzinc halides were prepared and used to synthesize 4-benzyl-3-ethoxy-1H-pyrazoles derivatives. From these, iodination on C5 of the pyrazole nucleus led to the corresponding 4-benzyl-3-ethoxy-5-iodo-1H-pyrazoles, these are original building blocks for the preparation of libraries of new chemical entities.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1379458.
- Supporting Information
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