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Synthesis 2021; 53(15): 2612-2620
DOI: 10.1055/a-1478-7002
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Synthesis of Ferrocenesulfonyl Chloride: Key Intermediate toward Ferrocenesulfonamides

William Erb  ∗
,
Min Wen
,
Thierry Roisnel
,
Florence Mongin 
This work was supported by the Agence Nationale de la Recherche (Ferrodance project) and the Université de Rennes 1.
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Abstract

Ferrocenesulfonyl chloride is the key intermediate in the synthesis of ferrocenesulfonamides, a family of underexplored derivatives. A one-pot synthesis of this compound, able to easily deliver multigram quantities of product, is reported. An original protocol for the synthesis of ferrocenesulfonamides is described along with highlighting the reactivity difference between arene and ferrocenesulfonyl chlorides. Finally, an example of diastereoselective deprotolithiation of chiral ferrocenesulfonamides is described.

Key words

ferrocene - sulfonyl chloride - sulfonamide - scale-up - diastereoselective deprotolithiation

Supporting Information



Publication History

Received: 24 February 2021

Accepted after revision: 09 April 2021

Publication Date:
09 April 2021 (online)

© 2021. Thieme. All rights reserved

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