We report two practical and step-economical methodologies for the chemodivergent synthesis of -substituted pyrroles and 3-oxazolines from the domino reactions of 2-azirines and acetone. For instance, acetone served as a nucleophile to react with 2-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.

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http://dx.doi.org/10.1021/acs.joc.4c00012DOI Listing

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