67686-88-8

Upstream product

• 110-05-4 di-tert-butyl peroxide 
• 41467-26-9 1-(4-chlorophenyl)-3,3-bis(methylsulfanyl)-2-propen-1-one 

Downstream Products

• 84505-02-2 3-methylthio-2-methylthiomethyl-1-(p-chlorophenyl)prop-2-en-1-one 
• 89003-19-0 3,3-bis(methylthio)-2-methyl-1-(p-methylthiophenyl)prop-2-en-1-one 
• 89003-20-3 3-methylthio-2-methylthiomethyl-1-(p-methylthiophenyl)prop-2-en-1-one 
• 220278-19-3 2-bromo-2--p-chloropropiophenone 
• 220278-25-1 2-bromo-2--p-chloropropiophenone 

Relevant academic research and scientific papers

Alpha-methyl ketene and synthesis method thereof

The invention discloses a synthesis method of alpha-methyl ketene. 3,3-dialkylsulfenyl-2-propylene-1-ketone easy to prepare and having structural diversity and multiple reaction centers and an organicperoxide are used as raw materials, alpha-position methylation of ketene is achieved through one step, and the obtained alpha-methyl ketene can be further converted into a functional product. According to the method, the raw materials are easy to obtain, operation is easy and simple, the reaction conditions for synthesis are mild, the reaction efficiency is high, and their functional groups havediversity.

Iron-Mediated Oxidative C–H Alkylation of S,S-Functionalized Internal Olefins via C(sp2)–H/C(sp3)–H Cross-Coupling

Mediated by a catalytic amount of FeCl3, the C–H alkylation of S,S-functionalized internal olefins, i.e., α-oxo ketene dithioacetals and their analogues, was efficiently achieved using simple ethers and toluene derivatives as the coupling partners, di-tert-butyl peroxide (DTBP) as the oxidant, and DABCO?6 H2O as the additive. The alkylthio functionality is essential for the internal olefinic C–H bond to undergo such an alkylation with the O-adjacent C(sp3)–H bonds of the ethers and the benzylic C–H bonds of the toluene derivatives, respectively. Tetrasubstituted olefins were thus synthesized and further transformed to highly substituted pyrazoles and isoxazoles. The strategy to activate an internal olefinic C–H bond by polarizing its parent olefinic C=C bond with both the dialkylthio group and an electron-withdrawing functionality was investigated. The mechanistic studies suggest a radical pathway for the C(sp2)–H/C(sp3)–H cross-coupling reactions. The present protocol provides a convenient route to tetrasubstituted olefins. (Figure presented.).