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Issue 61, 2020
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Synthesis of di(hetero)aryl sulfides by defluorinative sulfenylation of polyfluoroalkyl ketones with sodium sulfinates or arylsulfonyl chlorides

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Abstract

A facile incorporation of a privileged sulfide, a naphthofuran framework, and a perfluoroalkyl moiety in one molecule was successfully accomplished through tandem defluorinative sulfenylation of α-perfluoroalkyl ketones with a sulfur source. The reaction presumably proceeds via a sequence involving defluorination, reductive sulfenylation, autoaromatization, and annulation, accompanied by the simultaneous cleavage of four C(sp3)–F bonds and the formation of new C–S and C–O bonds.

Graphical abstract: Synthesis of di(hetero)aryl sulfides by defluorinative sulfenylation of polyfluoroalkyl ketones with sodium sulfinates or arylsulfonyl chlorides

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Supplementary files

Article information


Submitted
07 May 2020
Accepted
22 Jun 2020
First published
22 Jun 2020

Chem. Commun., 2020,56, 8699-8702
Article type
Communication

Synthesis of di(hetero)aryl sulfides by defluorinative sulfenylation of polyfluoroalkyl ketones with sodium sulfinates or arylsulfonyl chlorides

X. Chu, T. Xie, Y. Wang, X. Li, W. Rao, H. Xu and Z. Shen, Chem. Commun., 2020, 56, 8699
DOI: 10.1039/D0CC03303K

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