107556-97-8Relevant academic research and scientific papers
mCPBA-mediated dioxygenation of unactivated alkenes for the synthesis of 5-imino-2-tetrahydrofuranyl methanol derivatives
Deng, Xiaojun,Zhang, Luwen,Liu, Huixia,Bai, Yu,He, Wei
, (2020/11/24)
A mCPBA-mediated, metal-free, intramolecular dioxygenation reaction of unactivated alkenes is reported. In the presence of m-chlorobenzoic peracid, different unsaturated amide substrates could be cyclized via epoxide intermediates, producing the corresponding 5-imino-2-tetrahydrofuranyl methanol products in up to 94% yield at room temperature.
Niobium-Catalyzed Intramolecular Addition of O-H and N-H Bonds to Alkenes: A Tool for Hydrofunctionalization
Ferrand, Laura,Tang, Yue,Aubert, Corinne,Fensterbank, Louis,Mouriès-Mansuy, Virginie,Petit, Marc,Amatore, Muriel
supporting information, p. 2062 - 2065 (2017/04/28)
A convenient, versatile, and easy to handle intramolecular hydrofunctionalization of alkenes (C-O and C-N bonds formation) is reported using a novel niobium-based catalytic system. This atom economic and eco-friendly methodology provides an additional synthetic tool for the straightforward formation of valuable building blocks enabling molecular complexity. Various pyran, furan, pyrrolidine, piperidine, lactone, and lactam derivatives as well as spirocyclic compounds are produced in high yields and selectivities.
Intramolecular Hydroalkoxylation of Unactivated Alkenes Using Silane-Iodine Catalytic System
Fujita, Shoji,Abe, Masanori,Shibuya, Masatoshi,Yamamoto, Yoshihiko
supporting information, p. 3822 - 3825 (2015/08/18)
A novel catalytic system using I2 and PhSiH3 for the intramolecular hydroalkoxylation of unactivated alkenes is described. NMR study indicated that in situ generated PhSiH2I is a possible active catalytic species. This catalytic system allows an efficient intramolecular hydroalkoxylation of phenyl-, trialkyl-, and 1,1-dialkyl-substituted alkenes as well as a variety of unactivated monoalkyl- and 1,2-dialkyl-substituted alkenes at room temperature. Mechanistic consideration based on significant experimental observations is also discussed.
Intramolecular hydroalkoxylation in Bronsted acidic ionic liquids and its application to the synthesis of (±)-centrolobine
Jeong, Yunkyung,Kim, Do-Young,Choi, Yunsil,Ryu, Jae-Sang
supporting information; experimental part, p. 374 - 378 (2011/02/28)
The SO3H-tethered imidazolium and triazolium salts, nonvolatile and recyclable Bronsted acidic ionic liquids, efficiently mediate intramolecular hydroalkoxylations of alkenyl alcohols. They have been successfully employed in the synthesis of (±)-centrolobine.
Palladium-Complex-Catalyzed Reactions of Ketenes with Allylic Carbonates or Acetates. Novel Syntheses of α-Allylated Carboxylic Esters and 1,3-Dienes
Mitsudo, Take-aki,Kadokura, Mamoru,Watanabe, Yoshihisa
, p. 1695 - 1699 (2007/10/02)
Diphenylketene and ethylphenylketene react with allylic carbonates or acetates in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium to give α-allylated esters or 1,3-dienes, respectively.For example, the reaction of diphenylketene with allyl methyl carbonate in DMF at 0 deg C gave methyl 2,2-diphenyl-4-pentenoate in 67percent yield.The reaction of diphenylketene with allyl acetate in benzene at 25 deg C gave 1,1-diphenyl-1,3-butadiene in 72percent yield.Marked solvent effects were observed.
Palladium-catalysed Reactions of Ketenes with Allyl Acetates or Allyl Carbonates: Novel Syntheses of 1,3-Dienes and Allylated Esters
Mitsudo, Take-aki,Kadokura, Mamoru,Watanabe, Yoshihisa
, p. 1539 - 1540 (2007/10/02)
The reaction of arylketenes with allyl acetates or allyl carbonates catalysed by tetrakis(triphenylphosphine)palladium selectively gives 1,3-dienes or allylated esters, respectively, in high yields.
