A highly selective palladium catalyzed carbonylation of 2 alkynylanilines bearing an amide moiety to condensed six membered he t- erocyclic structures has been developed under mild conditions (room temperature and atmospheric pressure of CO). The carbonyl a- tiv e protocol is also compatible with CO surrogates, such as benzene 1,3,5 triyl triformate (TFBen) or the newly developed c a- lix[6]arenes functionalized with six formate groups (CLX[6]CO), which are both capable to release CO in situ . A series of tricyclic fu sed heterocycles containing the important oxazino quinolinone scaffold have been selectively obtained ( only the 6 endo dig cyclization mode has been observed ) in good to excellent yields (up to
Palladium‐Catalyzed Carbonylation of Multifunctionalized Substituted Alkynes to Quinolinone Derivatives under Mild Conditions†
Mancuso, Raffaella;Gabriele, Bartolo;Rispoli, Francesco;
2023-01-01
Abstract
A highly selective palladium catalyzed carbonylation of 2 alkynylanilines bearing an amide moiety to condensed six membered he t- erocyclic structures has been developed under mild conditions (room temperature and atmospheric pressure of CO). The carbonyl a- tiv e protocol is also compatible with CO surrogates, such as benzene 1,3,5 triyl triformate (TFBen) or the newly developed c a- lix[6]arenes functionalized with six formate groups (CLX[6]CO), which are both capable to release CO in situ . A series of tricyclic fu sed heterocycles containing the important oxazino quinolinone scaffold have been selectively obtained ( only the 6 endo dig cyclization mode has been observed ) in good to excellent yields (up toI documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
