Radical addition reactions to 2-formylbenzoate-derived hydrazones in the presence of a Lewis acid were developed. Under the reaction conditions, the resulting products were readily converted into 3-substituted isoindolin-1-one derivatives. Diastereoselective synthesis of 3-substituted isoindolin-1-one derivatives was also established employing L-proline as a chiral auxiliary. The cascade radical addition-cyclization reaction allows direct access to 3-substituted isoindolin-1-one derivatives under tin-free conditions.
Bibliographical noteFunding Information:
This work was supported by the National Research Foundation of Korea ( NRF-2011-0021279 ).
All Science Journal Classification (ASJC) codes
- Drug Discovery
- Organic Chemistry