Photocatalytic Aminocarboxylation of Unactivated Alkenes and Heteroarenes with CO2 toward β-Amino Acid Derivatives

Authors:
Publisher website
Google Scholar
Abstract
β-Amino acids represent vital structural motifs in bioactive molecules, finding broad utility in organic synthesis, pharmaceuticals, and materials science. Although CO2 has been widely exploited as a C1 carboxyl source for the synthesis of carboxylic acids, the direct aminocarboxylation of unactivated alkenes with CO2 to afford β-amino acids remains largely unexplored and faces formidable challenges. Herein, we report the first photocatalytic aminocarboxylation of unactivated alkenes and heteroarenes using CO2 as the ideal one-carbon feedstock, enabling the efficient synthesis of diverse valuable β-amino acid derivatives. This innovative strategy relies on the sequential installation of a CO2 radical anion and a nitrogen-centered radical (NCR) across alkenes. Specifically, commercially available acyl hydrazides serve as key NCR precursors to form captodative hydrazyl radicals, thereby facilitating selective radical–radical cross-coupling governed by the persistent radical effect (PRE). This methodology readily accommodates simple and abundant chemical feedstocks, ranging from unactivated alkenes (including ethylene) to heteroarenes and activated alkenes. Characterized by low catalyst loading, high selectivity, and good functional-group tolerance, this protocol enables the late-stage derivatization of products into bioactive molecules and various heterocycles.
Funding Information
  • Sichuan Provincial Science and Technology Support Program (2024NSFSC0027)
  • Sichuan Provincial Science and Technology Support Program (2025ZNSFSC0911)
  • National Natural Science Foundation of China (22225106)
  • National Natural Science Foundation of China (22301193)
  • National Key Research and Development Program of China (2024YFA1509702)
  • Fundamental Research Funds for the Central Universities (NA)

This publication has 83 references indexed in Scilit: