Reduction of 3‐Acyl Derivatives of Oxindoles, Benzo[b]furan‐2‐ones, and Benzo[b]thiophen‐2‐ones to the Corresponding Alkyl Derivatives by Sodium Borohydride–Acetic Acid

Assembly of 3-Acyloxindoles via CuI/l-Proline-Catalyzed Intramolecular Arylation of β-Keto Amides

“…Representative molecules include GSK3 kinase inhibitor 1 (Figure ), influenza endonuclease inhibitor 2 , as well as Tendiap 3 , a potent inhibitor of cyclooxygenase (CO) with excellent activity in rheumatoid arthritis and osteoarthritis clinical trials . Apart from their biological importance, 3-acyloxindoles have been reported as intermediates for assembling heterocyclic compounds . The current approach toward 3-acyloxindoles mainly relies on acylation of the oxindoles with acyl chlorides and condensation of the oxindoles with esters. 4b, One of the drawbacks of these methods is that preparation of some oxindoles was so tedious due to poor regioselectivity.…”

“…Apart from their biological importance, 3-acyloxindoles have been reported as intermediates for assembling heterocyclic compounds . The current approach toward 3-acyloxindoles mainly relies on acylation of the oxindoles with acyl chlorides and condensation of the oxindoles with esters. 4b, One of the drawbacks of these methods is that preparation of some oxindoles was so tedious due to poor regioselectivity. 6 Another notable method is rhodium-catalyzed carbenoid insertion into aromatic C−H bonds, which is obviously limited to small-scale synthesis because of the expensive catalytic system.…”