Cheng Zhang, Shanliang Dong, Martin C. Dietl, Matthias Rudolph, Xinke Zhang, Kemiao Hong, Wei Yi, A. Stephen K. Hashmi, Xinfang Xu
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Practical and modular cycloadditions of in-situ formed exocyclic vinylcarbenes
The exploration of reactive intermediates, which enable chemo- and regioselective cycloaddition reactions for the expeditious construction of fused and/or bridged ring systems, continues to draw a great deal of interest from the synthetic community. Vinylcarbene species, which serve as 3-carbon building blocks, have been frequently used for the construction of (hetero)cyclic frameworks through the successive formation of multiple carbon–carbon and/or carbon–heteroatom bonds. Herein, we report a concise strategy for the catalytic generation of an exocyclic α-vinyl gold carbene species via a selective gold(I)-promoted azide-enyne cyclization process. Subsequently, practical and modular cycloadditions of these in-situ-formed intermediates with different types of partners were disclosed, producing a diverse array of fused and bridged pyrroles in high chemo-, regio-, and stereoselectivity.
期刊介绍:
Chem Catalysis is a monthly journal that publishes innovative research on fundamental and applied catalysis, providing a platform for researchers across chemistry, chemical engineering, and related fields. It serves as a premier resource for scientists and engineers in academia and industry, covering heterogeneous, homogeneous, and biocatalysis. Emphasizing transformative methods and technologies, the journal aims to advance understanding, introduce novel catalysts, and connect fundamental insights to real-world applications for societal benefit.