Rh(II)-Catalyzed Selective C(sp³)-H/C(sp²)-H Bonds Cascade Insertion to Construct [6-8-6] Benzo-Fused Scaffold.

ABSTRACT: The fused eight-membered carbocycles (EMCs) play vital roles in the medicinal and biological investigations of many natural products and marketed drugs. The traditional synthesis of [6-8-6] benzo-fused derivatives involves multistep reactions and low yields, making the development of a one-step synthesis method a more challenging work. Here, we present a novel strategy for one-step construction of [6-8-6] benzo-fused scaffold from propargyl diazoacetates substituted with benzyl-nitrogen heterocyclic ring via Rh(ll)-catalyzed carbene/alkyne metathesis (CAM) and selective C-H bond insertion. This method exhibits a specific substrate scope, simple operation, mild reaction conditions, and high atom efficiency. Mechanistically, the process involves sequential CAM, 1,3-H-shift, intramolecular nu

SUBMITTER: Yu T 

PROVIDER: S-EPMC11667723 | biostudies-literature | 2024 Dec

REPOSITORIES: biostudies-literature