An Efficient Synthesis of Thalifoline

Abstract

An efficient multi-step approach for the synthesis of the isoquinolin-1-one alkaloid thalifoline (1) is described. The key intermediate carbamate 8a underwent a modified Bischler-Napieralski-type cyclization using Banwell’s Tf₂O/DMAP conditions to form the lactam 9a under mild conditions and in excellent yield.

alkaloids - thalifoline - quinolines - heterocycles - isoquinoline - ring closure - cyclizations

References

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20

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