Cooperative Rh(II)/Pd(0) Dual Catalysis for the Synthesis of Carbo- and Heterocyclic Compounds
Cooperative Rh(II)/Pd(0) Dual Catalysis for the Synthesis of Carbo- and Heterocyclic Compounds
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Rh(II)/Pd(0) 协同双重催化合成碳环和杂环化合物
DOI：
10.1055/a-1657-2068
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发表时间：
2021
期刊：
影响因子：
--
通讯作者：
Sang
中科院分区：
文献类型：
--
作者：
Kyu Ree Lee;Yu Lim Lee;Kyusol Choi;Sang
摘要双过渡金属催化作为一种强大的工具被引入，用于合成各种有机化合物，而传统的单金属催化无法获得这些化合物。在此背景下，我们最近开发了Rh(II)/Pd(0)协同双催化体系，该体系已被用于通过Rh(II)-类羰基和π-烯丙基Pd(II)-配合中间体之间的协同或串联接力催化反应制备杂环化合物。在协同Rh(II)/Pd(0)双催化中，两种反应中间体同时生成，然后经过正式的[6+3]偶极环加成得到中等大小的杂环化合物。另一方面，通过合理选择反应参数，通过将Rh(II)-类羰基插入O-H或C-H键，然后通过Pd(0)催化的烯丙化反应，得到烯丙化的苯并融合环化合物或手性β-内酰胺衍生物，可以实现串联接力双催化。2协同双Rh(II)/Pd(0)-催化偶极[6+3]-环加成法合成1,4-恶氮酮3串联接力双Rh(II)/Pd(0)催化合成2-氨基吲哚酮4不对称串联接力双Rh(II)/Pd(0)催化合成α-季手性β-内酰胺5串联接力双Rh(II)/Pd(0)催化合成α-季吲哚酮和苯并呋喃酮6
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