Synthesis and properties of acepleiadylene-5,6-dione and acepleiadylene-5,8-dione

Tsunetsugu, Josuke; Ikeda, Takashi; Suzuki, Nahoko; Yaguchi, Masamichi; Satô, Masaru; Ebine, Seiji; Morinaga, Kenichi

doi:10.1039/p19850000785

Cited by 4 publications

(1 citation statement)

References 13 publications

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“…This reaction is a convenient method of synthesizing various aketo sulfides from a single organosulfur compound without using base or reactive sulfenylating reagents. [5][6][7][8][9][10][11][12][13] It is likely that the oxidative addition of thioketones to the rhodium complex provides the C-Rh-SR intermediates, which undergo alkylthio exchange forming other C-Rh-SRЈ complexes. aAlkylthio exchange ketones are liberated by the reductive elimination with regeneration of rhodium catalyst.…”

Section: Regular Articlementioning

confidence: 99%

Rhodium-Catalyzed Organothio Exchange Reaction of .ALPHA.-Organothioketones with Disulfides

Arisawa

Toriyama

Yamaguchi

2010

CHEMICAL & PHARMACEUTICAL BULLETIN

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RhH(PPh(3))(4) and 1,2-bis(diphenylphosphino)ethane (dppe) catalyzed the organothio exchange reaction of α-organothioketones and organic disulfides. The reaction was affected by the structure of the substrate: α-phenylthio and α-alkylthio aryl ketones reacted effectively with diaryl and dialkyl disulfides; α-phenylthio dialkyl ketones reacted with diaryl disulfides but not with dialkyl disulfides; diaryl disulfides with electron-donating p-substituents were more reactive than those with electron-withdrawing p-substituents.

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