Issue 42, 2023

NHC-catalyzed [12+2] reaction of polycyclic arylaldehydes for access to indole derivatives

Abstract

An N-heterocyclic carbene (NHC) catalyzed enantio- and diastereoselective [12+2] cycloaddition is disclosed to rapidly construct sophisticated molecules bearing a tricyclic core and morpholine moiety. The success of our reaction relies on the NHC-catalyzed remote sp3 (C–H) bond activation of a 5H-benzo[a]pyrrolizine-3-carbaldehyde under oxidative conditions. Preliminary studies revealed that our products exhibit superior in vitro bioactivities against two plant pathogens to commercial Bismerthiazol (BT) and Thiodiazole Copper (TC).

Graphical abstract: NHC-catalyzed [12+2] reaction of polycyclic arylaldehydes for access to indole derivatives

Supplementary files

Article information

Article type
Communication
Submitted
01 mar. 2023
Accepted
14 apr. 2023
First published
14 apr. 2023

Chem. Commun., 2023,59, 6351-6354

NHC-catalyzed [12+2] reaction of polycyclic arylaldehydes for access to indole derivatives

H. Ji, J. Zou, C. Mou, Y. Liu, S. Ren and Y. R. Chi, Chem. Commun., 2023, 59, 6351 DOI: 10.1039/D3CC00999H

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