Ti(O iPr)4-Enabled Dual Photoredox and Nickel-Catalyzed Arylation and Alkenylation of Cyclopropanols
Readily available from esters or ketones, cyclopropanols are inclined to undergo diverse ring-opening transformations. Their one-electron oxidation is a conventional way to β-carbonyl radicals. However, despite this fact, their application as a coupling partner in dual photoredox and nickel-catalyzed reactions with organic halides remains underdeveloped. Here, we report that the Ti(OiPr)4 additive enables this elusive cross-coupling with aryl and alkenyl bromides leading to β-substituted ketones.
A Convenient Method for Preparation of Divinyl Diketones from Esters of Dicarboxylic Acids
1,n-Bis(1-hydroxycyclopropyl)alkanes prepared by the action of excess of ethylmagnesium bromide on esters of dicarboxylic acids under catalysis of titanium(IV) isopropoxide as a catalyst after successive bromination and dehydrobromination are smoothly converted into the corresponding divinyl diketones.
Kulinkovich, O. G.,Bagutskii, V. V.
p. 830 - 834
(2007/10/03)
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