C-H bond activation and sequential addition to two different coupling partners: a versatile approach to molecular complexity.
C-H bond activation and sequential addition to two different coupling partners: a versatile approach to molecular complexity.
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DOI：
10.1039/d2cs00012a
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发表时间：
2022-08-01
影响因子：
46.2
通讯作者：
Ellman, Jonathan A.
中科院分区：
文献类型：
--
作者：
Brandes, Daniel S.;Ellman, Jonathan A.
顺序多组分C-H键加成是在单一反应中快速、模块化地生成分子复杂性的有力方法。在这种方法中，碳氢键通常在π键或π键同分异构体上加成，随后与另一种官能团偶联，从而在单一反应序列中形成两个σ键。到目前为止，许多连续的C-H键加成反应已经被开发出来，包括共轭和分离π-体系之间的加成反应，然后与羰基化合物、氰化试剂、胺化试剂、卤化试剂、氧合试剂和烷基化试剂等反应物偶联。这些原子经济反应在温和的条件下将普遍存在的碳氢键转化为更复杂的结构，具有高水平的区域化学和立体化学控制。在这些反应的发展过程中，令人惊讶的连通性和多种机制已被阐明。考虑到大量可能的偶联伙伴组合，有巨大的机会发现新的顺序C-H键加成反应。顺序多组分C-H键加成是一种强大的方法，可以在单个反应中快速、模块化地生成分子复杂性，并为反应发现提供了巨大的机会。
Sequential multicomponent C–H bond addition is a powerful approach for the rapid, modular generation of molecular complexity in a single reaction. In this approach, C–H bonds are typically added across π-bonds or π-bond isosteres, followed by subsequent coupling to another type of functionality, thereby forming two σ-bonds in a single reaction sequence. Many sequential C–H bond addition reactions have been developed to date, including additions across both conjugated and isolated π-systems followed by coupling with reactants such as carbonyl compounds, cyanating reagents, aminating reagents, halogenating reagents, oxygenating reagents, and alkylating reagents. These atom-economical reactions transform ubiquitous C–H bonds under mild conditions to more complex structures with a high level of regiochemical and stereochemical control. Surprising connectivities and diverse mechanisms have been elucidated in the development of these reactions. Given the large number of possible combinations of coupling partners, there are enormous opportunities for the discovery of new sequential C–H bond addition reactions. Sequential multicomponent C–H bond addition is a powerful approach for the rapid, modular generation of molecular complexity in a single reaction and provides enormous opportunities for reaction discovery.
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