Deaminative (Carbonylative) Alkyl‐Heck‐type Reactions Enabled by Photocatalytic C‐N Bond Activation

The Pd‐catalyzed Heck reaction is a well‐known, Nobel Prize‐awarded transformation for producing alkenes. Unlike the state‐of‐the‐art alkenyl‐ and aryl‐Heck reaction, the alkyl‐Heck reaction is still underdeveloped due to the competitive side reactions of alkyl‐Pd species. In this work, a deaminative alkyl‐Heck‐type reaction was developed through C‐N bond activation by visible‐light photoredox catalysis. A variety of aliphatic primary amines together with alkenes were determined to be efficient feedstock for this new protocol, affording alkene products in good yields under mild conditions. Moreover, this strategy can be successfully extended to deaminative carbonylative alkyl‐Heck‐type reactions.

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