An Au(i)-catalyzed tandem reaction, involving a Meyer–Schuster rearrangement/1,2-migration/Paal–Knorr cyclization cascade has been successfully developed.
Brønsted Acid-Catalyzed Formal [2 + 2 + 1] Annulation for the Modular Synthesis of Tetrahydroindoles and Tetrahydrocyclopenta[<i>b</i>]pyrroles
作者:Joshua A. Malone、Courtney E. Toussel、Frank R. Fronczek、Rendy Kartika
DOI:10.1021/acs.orglett.9b01032
日期:2019.5.17
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