US 12,065,422 B2
Reagents and process for direct C—H functionalization
Tobias Ritter, Muelheim (DE); and Florian Berger, Leverkusen (DE)
Assigned to Studiengesellschaft Kohle gGmbH, Muelheim an der Ruhr (DE)
Filed by STUDIENGESELLSCHAFT KOHLE MBH, Muelheim (DE)
Filed on Jan. 19, 2023, as Appl. No. 18/099,060.
Application 18/099,060 is a division of application No. 17/291,113, granted, now 11,608,322, previously published as PCT/EP2019/080301, filed on Nov. 5, 2019.
Claims priority of application No. 18204755 (EP), filed on Nov. 6, 2018.
Prior Publication US 2023/0227425 A1, Jul. 20, 2023
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 309/08 (2006.01); C07D 339/08 (2006.01)
CPC C07D 339/08 (2013.01) 13 Claims
 
1. A process for preparing an aromatic or heteroaromatic thianthrenium salt, comprising reacting a monocyclic or polycyclic, aromatic or heteroaromatic hydrocarbon Ar, which may be substituted or unsubstituted, with an activated thianthrene derivative of the Formula (I) or mixtures thereof in an organic solvent whereby a thianthrenium salt of the Formula (III) is obtained:

OG Complex Work Unit Chemistry
wherein R1 to R8 may be the same or different and are selected from hydrogen, Cl, F, a partially or fully fluorinated C1 to C6 alkyl group, n is 0 or 1, RX is selected from HBF4; HBF4·OEt2, BF3·OEt2, trifluoro methane sulfonic acid (triflic acid), triflic acid anhydride, trifluoro acetic acid, trifluoro acetic acid anhydride, trimethylsilyltriflate and X is an anion derived from RX.