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Synthesis 2021; 53(15): 2612-2620
DOI: 10.1055/a-1478-7002
DOI: 10.1055/a-1478-7002
psp
Synthesis of Ferrocenesulfonyl Chloride: Key Intermediate toward Ferrocenesulfonamides
This work was supported by the Agence Nationale de la Recherche (Ferrodance project) and the Université de Rennes 1.
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 deprotolithiationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1478-7002.
- Supporting Information
- CIF File
Publication History
Received: 24 February 2021
Accepted after revision: 09 April 2021
Accepted Manuscript online:
09 April 2021
Article published online:
26 April 2021
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