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DOI: 10.1055/a-1657-2068
Cooperative Rh(II)/Pd(0) Dual Catalysis for the Synthesis of Carbo- and Heterocyclic Compounds
This work was made possible by the support of the National Research Foundation of Korea (NRF-2019R1A2B5B02069449 and NRF-2021R1A4A3022415).
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Abstract
Dual transition-metal catalysis has been introduced as a robust tool to synthesize a diverse range of organic compounds that cannot to be accessed by traditional single-metal catalysis. In this context, we have recently developed cooperative Rh(II)/Pd(0) dual catalytic systems that have been utilized for the preparation of heterocyclic compounds through the reaction between Rh(II)-carbenoid and π-allyl Pd(II)-complex intermediates in either synergistic or tandem relay catalysis. In synergistic Rh(II)/Pd(0) dual catalysis, the two reactive intermediates are generated simultaneously, which then undergo formal [6+3] dipolar cycloaddition to afford medium-sized heterocyclic compounds. On the other hand, tandem relay dual catalysis can be enabled through judicious choice of reaction parameters, which proceed through the insertion of Rh(II)-carbenoid into O–H or C–H bonds, followed by Pd(0)-catalyzed allylation to provide allylated benzo-fused cyclic compounds or chiral β-lactam derivatives.
1 Introduction
2 Synergistic Dual Rh(II)/Pd(0)-Catalyzed Dipolar [6+3]-Cycloaddition for the Synthesis of 1,4-Oxazonines
3 Tandem Relay Dual Rh(II)/Pd(0) Catalysis for the Synthesis of 2-Aminoindanones
4 Asymmetric Tandem Relay Dual Rh(II)/Pd(0) Catalysis for the Synthesis of α-Quaternary Chiral β-Lactams
5 Tandem Relay Dual Rh(II)/Pd(0) Catalysis for the Synthesis of α-Quaternary Indolinones and Benzofuranones
6 Conclusion
Key words
rhodium catalysis - palladium catalysis - dual catalysis - synergistic catalysis - tandem relay catalysis - carbocycle - heterocyclePublication History
Received: 05 August 2021
Accepted after revision: 29 September 2021
Accepted Manuscript online:
29 September 2021
Article published online:
15 November 2021
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For selected examples on transannular carbonyl–ene reactions, see:
For selected examples on indolin-2-one synthesis, see:
For selected examples on benzofuran-2-one synthesis, see: