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Article Abstract
A palladium-catalyzed carbo-cyanation reaction for synthesizing bulky nitriles with an all-carbon quaternary center via a "cut-and-sew" process of isocyanides is presented. The reaction proceeds through oxidative addition of indole-derived carbonate to Pd(0), followed by decarboxylation, migratory insertion, and the formation of a ketenimine intermediate. A geminate radical pair is formed, leading to radical coupling and the final bulky nitrile product. The method demonstrates high efficiency and a wide substrate tolerance, offering a valuable strategy for constructing bulky nitriles in organic synthesis with potential applications in drug development.
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