Base-promoted direct -selective olefination of organoammonium salts with sulfones toward stilbenes and conjugated 1,3-dienes

A base-promoted direct deaminative olefination of organoammonium salts was developed. Only mediated by KO t Bu, a series of benzyl and cinnamyl ammonium salts reacted smoothly with sulfones, producing the valuable stilbenes and related 1,3-diene derivatives in good to high yields with good functiona...

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Published inOrganic & biomolecular chemistry Vol. 2; no. 21; pp. 4369 - 4375
Main Authors Zhang, Tao, Wang, Runji, Chen, Jiani, Liu, Long, Huang, Tianzeng, Li, Chunya, Tang, Zhi, Chen, Tieqiao
Format Journal Article
Published 01.06.2022
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Summary:A base-promoted direct deaminative olefination of organoammonium salts was developed. Only mediated by KO t Bu, a series of benzyl and cinnamyl ammonium salts reacted smoothly with sulfones, producing the valuable stilbenes and related 1,3-diene derivatives in good to high yields with good functional group tolerance and excellent E -selectivity. With this developed method, biologically active resveratrol and DMU-212 were also successfully prepared, which further demonstrates the practicality of this reaction. A base-promoted direct deaminative olefination of organoammonium salts was developed.
Bibliography:https://doi.org/10.1039/d2ob00716a
Electronic supplementary information (ESI) available. See DOI
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob00716a