Palladium‐Catalyzed Dearomative Methoxyallylation of 3‐Nitroindoles with Allyl Carbonates

Herein we report a Pd‐catalyzed dearomative methoxyallylation of 3‐nitroindoles with readily available allyl carbonates. Good yields (up to 86 %) and diastereoselectivity (up to >20:1 dr) are obtained for a wide range of substrates. The compatibility of gram‐scale synthesis and the relatively low catalyst loading (down to 1 mol % of [Pd]) enhance the practicality of this method. The kinetic experiments indicate that the rate‐determining step of this reaction is the nucleophilic attack of the alkoxide anion. An intermolecular Pd‐catalyzed dearomative methoxyallylation of 3‐nitroindoles with readily available allyl carbonates was reported. Good yields (up to 86 %) and diastereoselectivity (up to >20:1 dr) are obtained for a wide range of substrates. The compatibility of gram‐scale synthesis and the relatively low catalyst loading (down to 1 mol % of [Pd]) enhance the practicality of this method.