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

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.