Practical Chromatography-Free Synthesis of 2-Iodo-N,N-diisopropylferrocenecarboxamide and Further Transformations

William Erb; Thierry Roisnel; Vincent Dorcet

doi:10.1055/s-0039-1689917

Journal articles

Practical Chromatography-Free Synthesis of 2-Iodo-N,N-diisopropylferrocenecarboxamide and Further Transformations

William Erb ^{1, *} Thierry Roisnel ¹ Vincent Dorcet ¹

* Corresponding author

1 ISCR - Institut des Sciences Chimiques de Rennes

Abstract : An efficient procedure able to deliver grams of racemic and enantioenriched 2-iodo- N , N -diisopropylferrocenecarboxamide without chromatographic purification was developed. To introduce the halogen, two procedures, one using the n BuLi-TMEDA chelate and one using a lithium amide in the presence of ZnCl (2) as in situ trap were developed. Further functionalization by Suzuki-Miyaura and Ullman-type cross-couplings was investigated to access a variety of ferrocene derivatives.

Keywords : Ferrocene carboxamide Suzuki-Miyaura cross-coupling Ullmann-type cross-coupling deprotometalation large-scale synthesis large scale synthesis

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Journal articles

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Chemical Sciences / Coordination chemistry

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Submitted on : Monday, November 18, 2019 - 11:52:13 AM
Last modification on : Thursday, December 12, 2019 - 1:51:05 PM

Practical Chromatography-Free Synthesis of 2-Iodo-N,N-diisopropylferrocenecarboxamide and Further Transformations

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Practical Chromatography-Free Synthesis of 2-Iodo-N,N-diisopropylferrocenecarboxamide and Further Transformations

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