Radical 1,2-Alkylarylation/Acylarylation of Allylic Alcohols with Aldehydes via Neophyl Rearrangement

Radical 1,2-Alkylarylation/Acylarylation of Allylic Alcohols with Aldehydes via Neophyl Rearrangement

A metal-free 1,2-alkylarylation of allylic alcohols with aliphatic aldehydes through concomitant radical neophyl rearrangement was developed, providing 1,2-diphenyl-3-alkyl propanones in moderate to good yields. Moreover, when cyclo­propane­carbaldehyde and aryl carbaldehydes were concerned, acylary...

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Veröffentlicht in:Journal of organic chemistry 2017-07, Vol.82 (14), p.7683-7688
Hauptverfasser: Pan, Changduo, Ni, Qingting, Fu, Yu, Yu, Jin-Tao
Format: Artikel
Sprache:eng
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Zusammenfassung:A metal-free 1,2-alkylarylation of allylic alcohols with aliphatic aldehydes through concomitant radical neophyl rearrangement was developed, providing 1,2-diphenyl-3-alkyl propanones in moderate to good yields. Moreover, when cyclo­propane­carbaldehyde and aryl carbaldehydes were concerned, acylarylation was involved leading to 1,4-dicarbonyl compounds.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.7b01255