TY - JOUR
AU - Albrecht, Łukasz
AB - A dearomative formal (4+2)‐cycloaddition reaction between 2‐substituted 3‐furaldehydes derivatives and isatins or α,α,α‐trifluoroacetophenones as electrophiles has been established under NHC‐catalysis. This approach utilizes the process of hydrogen chloride 1,4‐elimination leading to a highly reactive NHC‐bound heterocyclic o‐QDM intermediates derived from 3‐furaldehydes, which play a key role in the process. By using this strategy, a series of structurally diverse 6,7‐dihydro‐4H‐furo[3,2‐c]pyran‐4‐ones was prepared in 41–85% yields. In addition, the potential of the obtained (4+2)‐cycloadducts has been confirmed in the synthesis of interesting class of spirooxindole derivative containing 6,7‐dihydro‐4H‐furo[3,2‐c]pyran scaffold.
TI - NHC‐Catalyzed 1,4‐Elimination in the Dearomative Activation of 3‐Furaldehydes towards (4+2)‐Cycloadditions
JO - Advanced Synthesis & Catalysis
DO - 10.1002/adsc.202101338
DA - 2022-04-12
UR - https://www.deepdyve.com/lp/wiley/nhc-catalyzed-1-4-elimination-in-the-dearomative-activation-of-3-CizllZWTR4
SP - 1434
EP - 1439
VL - 364
IS - 8
DP - DeepDyve
ER -