1907-69-3Relevant academic research and scientific papers
Preparation method of alpha,beta-unsaturated carbonyl compound with high stereoselectivity and beta-sulfonylation
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Paragraph 0021; 0056, (2019/01/05)
The invention discloses a preparation method of an alpha,beta-unsaturated carbonyl compound with high stereoselectivity and beta-sulfonylation. Alkyne without electrons and a sulfonyl source are subjected to a hydrogenation sulfonylation reaction to obtai
Controllable single- or double-oxa-Michael addition of ynones with alcohols: Synthesis of 3-alkoxyprop-2-en-1-ones and 3,3-dialkoxypropan-1-ones
Li, Zheng,He, Jiaojiao,Chen, Xiao,Cheng, Ya,Yang, Jingya
, p. 6612 - 6619 (2018/10/05)
Single- or double-oxa-Michael addition of ynones with various alcohols was achieved at room temperature. (E)-3-Alkoxyprop-2-en-1-ones and 3,3-dialkoxypropan-1-ones were efficiently synthesized by time-controlling approach. This protocol has advantages of
Regio- and Stereoselective Hydrosulfonylation of Electron-Deficient Alkynes: Access to Both E- and Z-β-Sulfonyl-α,β-Unsaturated Carbonyl Compounds
Zhang, Wei,Johnson, Gabriel M.,Guan, Zhi,He, Yan-Hong
, p. 4562 - 4570 (2018/10/24)
A metal-free hydrosulfonylation of electron-deficient alkynes with sodium sulfinates or sulfinic acids to access both E- and Z-β-sulfonyl-α,β-unsaturated carbonyl compounds has been developed. We propose that this reaction via a hydroxylallene intermediate delivers the thermodynamically stable E isomer, or via a concerted termolecular AdE3 mechanism affords Z isomer. The stereoselectivity of addition (syn or anti) can be controlled by varying the sulfonyl sources and acidic buffer solutions. This protocol exhibits broad substrate scope for internal or terminal alkynes including various substituted ynones and alkynyl esters. This approach is mild, efficient, operationally simple and easy to be scaled-up. (Figure presented.).
Nucleophilic substitution of α-haloenones with phenols
Mareev, Alexander V.,Ushakov, Igor A.,Rulev, Alexander Yu.
supporting information, p. 1971 - 1974 (2015/03/30)
The α-haloenones undergo cine-substitution upon reaction with phenolic reagents under basic conditions. A convenient method for the synthesis of push-pull aroxyenones was developed based on this reaction.
