Selective arylation and alkenylation of monosubstituted arenes using thianthrene -oxide as a transient mediator

Using thianthrene S -oxide (TTSO) as a transient mediator, para -arylation and alkenylation of mono-substituted arenes have been demonstrated via a para -selective thianthrenation/Pd-catalyzed thio-Suzuki-Miyaura coupling sequence under mild conditions. This reaction features a broad substrate scope...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2020-05, Vol.56 (37), p.558-561
Hauptverfasser: Chen, Xiao-Yue, Nie, Xiao-Xue, Wu, Yichen, Wang, Peng
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Nie, Xiao-Xue
Wu, Yichen
Wang, Peng
description Using thianthrene S -oxide (TTSO) as a transient mediator, para -arylation and alkenylation of mono-substituted arenes have been demonstrated via a para -selective thianthrenation/Pd-catalyzed thio-Suzuki-Miyaura coupling sequence under mild conditions. This reaction features a broad substrate scope, and functional group and heterocycle tolerance. The versatility of this approach was further demonstrated by late-stage functionalization of complex bioactive scaffolds, and direct synthesis of some pharmaceuticals, including Tetriprofen, Ibuprofen, Bifonazole, and LJ570. Using thianthrene S -oxide (TTSO) as a transient mediator, para -arylation and alkenylation of mono-substituted arenes have been demonstrated via a para -selective thianthrenation/Pd-catalyzed thio-Suzuki-Miyaura coupling sequence under mild conditions.
doi_str_mv 10.1039/d0cc00641f
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title Selective arylation and alkenylation of monosubstituted arenes using thianthrene -oxide as a transient mediator
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