AI Article Synopsis
- * This study presents a new asymmetric Satoh-Miura reaction using 1-aryl benzo[h]isoquinolines and internal alkynes, facilitated by a SCpRh-catalyst.
- * The choice of counteranion for the Rh-catalyst significantly influences the reaction's outcome, as it helps to direct the process away from undesired byproducts, supported by detailed mechanistic investigations.
Article Abstract
Satoh-Miura reaction is an important method for extending π-systems by forging multi-substituted benzene rings via double aryl C-H activation and annulation with alkynes. However, the development of highly enantioselective Satoh-Miura reaction remains rather challenging. Herein, we report an asymmetric Satoh-Miura reaction between 1-aryl benzo[h]isoquinolines and internal alkynes enabled by a SCpRh-catalyst. Judiciously choosing the counteranion of the Rh-catalyst is crucial for the desired reactivity over the competitive formation of azoniahelicenes. Detailed mechanistic studies support the proposal of counteranion-directed switching of reaction pathways in Rh-catalyzed asymmetric C-H activation.
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| http://dx.doi.org/10.1002/anie.202214460 | DOI Listing |
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