Novel dienone-phenol type rearrangement of 4,4-disubstituted cyclohexadienone system using thiosilane.
Thiosilane and a catalytic amount of a Brønsted acid mediate the novel domino-type rearrangement reaction of the 4,4-disubstituted cyclohexadienones to produce the 3,4-disubstituted benzenethioethers; the key step is 1,2-addition of thiosilane to dienone.
Wada
Yasufumi
Y
Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka, 565-0871, Japan.
Otani
Kouji
K
Endo
Noriko
N
Kita
Yasuyuki
Y
Fujioka
Hiromichi
H
D000143:Acids / Q000737:chemistry; D002384:Catalysis; D053138:Cyclohexenes / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D015394:Molecular Structure; D012821:Silanes / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis / Q000737:chemistry
D000143:Acids; D053138:Cyclohexenes; D007659:Ketones; D012821:Silanes; D013438:Sulfhydryl Compounds; C507608:cyclohexadienone