A modular approach to a wide range of 1-cyano-3-(hetero)arylindolizines through aldol-cyclopropanation-oxidative cycloisomerization is described where DDQ was utilized for the regioselective synthesis of the pyrrole units from cyclopropyl pyridines for the first time. A key to success is regioselective oxidation of benzylic position by DDQ, which enabled us to access to one regioisomer out of two possible ones. Homo-dimerization at the C2, C5, or C7 sites of indolizines in the presence of DDQ has been discovered for the first time as well.
|Journal||Advanced Synthesis and Catalysis|
|Publication status||Published - 2022 Sept 6|
Bibliographical noteFunding Information:
. We thank the National Research Foundation of Korea (NRF‐2018R1A6A1A03023718 and NRF‐2020R1A2C2005961) for generous financial support
© 2022 Wiley-VCH GmbH.
All Science Journal Classification (ASJC) codes
- Organic Chemistry