© 2019 American Chemical Society. An expedient synthesis of tetrahydroindoles and tetrahydrocyclopenta[b]pyrroles, highlighted by Brønsted acid catalyzed formal [2 + 2 + 1] annulation reaction, is reported. Using three readily accessible reaction components, i.e., an electrophilic species in silyloxyallyl cations and two distinct nucleophiles in silylenol ethers and amines, our chemistry enables the assembly and functionalization of these biologically important N-heterocycles in a highly modular manner.
Publication Source (Journal or Book title)
Malone, J., Toussel, C., Fronczek, F., & Kartika, R. (2019). Brønsted Acid-Catalyzed Formal [2 + 2 + 1] Annulation for the Modular Synthesis of Tetrahydroindoles and Tetrahydrocyclopenta[ b]pyrroles. Organic Letters, 21 (10), 3610-3614. https://doi.org/10.1021/acs.orglett.9b01032