One-Pot Asymmetric Synthesis of Spiropyrazolone-Linked Cyclopropanes and Benzofurans through a General Michael Addition/Chlorination/Nucleophilic Substitution Sequence.

J Org Chem

State Key Laboratory of Applied Organic Chemistry, School of Chemistry and Chemical Engineering , Lanzhou University, Lanzhou 730000 , China.

Published: August 2019

A sequential and general strategy has been successfully developed for the synthesis of spiropyrazolone scaffolds. This intriguing transformation of the asymmetric multicomponent catalysis process was realized with the combination of Michael addition/chlorination/nucleophilic substitution in a one-pot sequence, giving rise to a series of spiropyrazolones with fully substituted cyclopropanes and spiro-dihydrobenzofurans containing continuous stereogenic centers in good yields with excellent stereoselectivities.

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http://dx.doi.org/10.1021/acs.joc.9b01454DOI Listing

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