Synthesis 2019; 51(17): 3205-3213
DOI: 10.1055/s-0039-1689917
psp
© Georg Thieme Verlag Stuttgart · New York

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

Univ Rennes, CNRS, ISCR (Institut des Sciences Chimiques de Rennes) – UMR 6226, 35000 Rennes, France   Email: [email protected]
,
Thierry Roisnel
,
Vincent Dorcet
› Author Affiliations
This work was supported by the Université de Rennes 1 and CNRS.
Further Information

Publication History

Received: 13 April 2019

Accepted after revision: 16 May 2019

Publication Date:
12 June 2019 (online)


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 nBuLi-TMEDA chelate and one using a lithium amide in the presence of ZnCl2 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.

Supporting Information

 
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