Catalysts-Controlled Roles Exchange between 2,3-Diaryl-2H-azirines and Acetone: Chemodivergent Synthesis of Pyrroles and 3-Oxazolines.
J Org Chem
; 89(9): 6064-6073, 2024 May 03.
Article
in En
| MEDLINE
| ID: mdl-38604997
ABSTRACT
We report two practical and step-economical methodologies for the chemodivergent synthesis of tri-substituted pyrroles and 3-oxazolines from the domino reactions of 2H-azirines and acetone. For instance, acetone served as a nucleophile to react with 2H-azirines under the basic conditions to furnish pyrroles. Upon changing the catalyst to TfOH, acetone served as an electrophile to synthesize 3-oxazolines. Moreover, the products could be synthesized on a gram scale, and the possible catalytic cycles were proposed.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
J Org Chem
Year:
2024
Type:
Article