Highly Strained para-Phenylene-Bridged Macrocycles from Unstrained 1,4-Diketo Macrocycles
Highly Strained para-Phenylene-Bridged Macrocycles from Unstrained 1,4-Diketo Macrocycles
复制标题
DOI：
10.1055/s-0036-1589081
复制
发表时间：
2017-08
期刊：
影响因子：
2
通讯作者：
Nirmal K Mitra;Caroline P. Merryman;B. Merner
中科院分区：
文献类型：
--
作者：
Nirmal K Mitra;Caroline P. Merryman;B. Merner
摘要本实验室最近报道了大环1，4-二酮转化为高应变对苯环的反应。这种合成策略代表了一种以非交叉偶联为基础的芳烃桥接大环方法，也是钯和镍中介过程的替代方法。在Synpact的这篇文章中，我们讨论了用于合成日益紧张的芳烃系统的末端芳构化协议的开发，以及大环1，4-二酮方法的潜在优势，该方法选择性地将苯类大环功能化，用于未来的复杂性构建反应。1导言2芳烃桥大环的非交叉偶联方法3大环1，4-二酮：流线型合成和依赖大小的非对映选择性格氏反应4脱水芳构化反应：合成高应变对苯基单元的有力工具5结论
Abstract The conversion of macrocyclic 1,4-diketones to highly strained para-phenylene rings has recently been reported by our laboratory. This synthetic strategy represents a non-cross-coupling-based approach to arene-bridged macrocycles, and an alternative to palladium- and nickel-mediated processes. In this Synpacts article we discuss the development of endgame aromatization protocols for the synthesis of increasingly strained arene systems, as well as potential advantages of the macrocyclic 1,4-diketone approach to selectively functionalized benzenoid macrocycles for future complexity building reactions. 1 Introduction 2 A Non-Cross-Coupling-Based Approach to Arene-Bridged Macro cycles 3 Macrocyclic 1,4-Diketones: Streamlined Synthesis and Size-Dependent Diastereoselective Grignard Reactions 4 Dehydrative Aromatization Reactions: A Powerful Tool for Synthesizing Highly Strained para-Phenylene Units 5 Conclusion