Synthesis of Di(hetero)aryl Sulfides by Defluorinative Sulfenylation of Polyfluoroalkyl Ketones with Sodium Sulfinates or Arylsulfonyl Chlorides

Xue-Qiang Chu,*^aTing Xie,^aYa-Wen Wang,^aXiang-Rui Li,^aWeidong Rao,^bHaiyan Xu,^cand Zhi-Liang Shen*^a

^aInstitute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China.

^bJiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-Forest Biomass, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China.

^cSchool of Environmental and Chemical Engineering, Jiangsu University of Science and Technology, Zhenjiang, Jiangsu 212003, China.

Abstract:A facile incorporation of privilegedsulfide, naphthofuran framework, and perfluoroalkyl moiety in one molecule was successfully accomplished through tandemdefluorinative sulfenylation ofa-perfluoroalkyl ketones with sulfur source. The reaction presumably proceedsviaa sequence involving defluorination, reductive sulfenylation, autoaromatization, and annulation, accompanied with the simultaneous cleavage of four C(sp³)-F bonds and the formation of new C-S and C-O bonds.

Chem. Commun.2020,56, 8699-8702. (Impact factor: 5.996).

论文链接：https://pubs.rsc.org/en/content/articlelanding/2020/cc/d0cc03303k