Schwengers Sebastian Armin, Gerosa Gabriela Guillermina, Amatov Tynchtyk, Yasukawa Naoki, Brunen Sebastian, Leutzsch Markus, Mitschke Benjamin, Shevchenko Grigory André, List Benjamin
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470, Mülheim an der Ruhr, Germany.
Angew Chem Int Ed Engl. 2023 Aug 28;62(35):e202307081. doi: 10.1002/anie.202307081. Epub 2023 Jul 17.
We disclose a highly regioselective, catalytic one-step dehydrogenation of α-substituted cyclic ketones in the presence of 2,3-dichlorobenzo-5,6-dicyano-1,4-benzoquinone (DDQ). The high regioselectivity originates from a phosphoric acid-catalyzed enolization, selectively affording the thermodynamically preferred enol, followed by the subsequent oxidation event. Our method provides reliable access to several α-aryl and α-alkyl substituted α,β-unsaturated ketones.
我们公开了一种在2,3-二氯苯并-5,6-二氰基-1,4-苯醌（DDQ）存在下对α-取代环酮进行高度区域选择性催化一步脱氢反应。这种高区域选择性源于磷酸催化的烯醇化反应，选择性地生成热力学上更稳定的烯醇，随后发生氧化反应。我们的方法为几种α-芳基和α-烷基取代的α,β-不饱和酮提供了可靠的合成途径。
