Browsing by Author "Sasano, Mika"

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Bromine-Radical-Mediated Site-Selective Allylation of C(sp(3))-H Bonds
(2019-03-01)
Ueda, Mitsuhiro
;
Maeda, Ayami
;
Hamaoka, Kanako
;
Sasano, Mika
;
Fukuyama, Takahide
The C(sp(3))-H allylation of alkanes is investigated by using allyl bromides under radical reaction conditions. In many cases, methine C-H allylation preceded methylene and methyl C-H allylation with complete or a high degree of site selectivity. The C-H allylation of allylic compounds, such as allylbenzene, gives 1,5-dienes with the S(H)2' reactions of the allyl radicals occurring at the less hindered carbon.
Vicinal difunctionalization of alkenes by four-component radical cascade reaction of xanthogenates, alkenes, CO, and sulfonyl oxime ethers
(2019-07-31)
Sumino, Shuhei
;
Fukuyama, Takahide
;
Sasano, Mika
;
Ryu, Ilhyong
;
Jacquet, Antoine
Four-component coupling reactions between xanthogenates, alkenes, CO, and sulfonyl oxime ethers were studied. In the presence of hexabutylditin, working as a propagating radical reagent, the chain reaction proceeds, as expected, taking into account reagents polarities, affording the corresponding functionalized alpha-keto oximes. Although yields are modest, this rare one-pot four-component process is easy to carry out and the resulting compounds, bearing multiple functionalities, have the potential for further elaboration.