1415412-15-5Relevant articles and documents
A facile and convenient synthesis of trisubstituted (E)-α,β-unsaturated esters by tandem acetylation-E1CB reaction
Ozeki, Minoru,Hachino, Ayumi,Shigeta, Takashi,Niki, Aya,Kobayashi, Natsuko,Mizutani, Hideki,Nakamura, Akihiro,Horie, Ayano,Arimitsu, Kenji,Kajimoto, Tetsuya,Hosoi, Shinzo,Iwasaki, Hiroki,Kojima, Naoto,Yamashita, Masayuki,Kawasaki, Ikuo
, p. 71 - 74 (2019)
A facile and convenient synthesis of trisubstituted (E)-α,β-unsaturated esters was developed by improving our previously established method. The new method circumvented the separation of the intermediates, which have an activating group of the hydroxyl group in β-hydroxy esters, furnishing α,β-unsaturated esters in shorter steps than the previous method: an acetylation of β-hydroxy group and subsequent E1cB reaction proceeded in tandem. In addition, the new method can not only employ a diastereomeric mixture of the substrate for the E1cB reaction, it has a wide substrate scope as well, which would enable the synthesis of various trisubstituted (E)-α,β-unsaturated esters.
Solid supported palladium(0) nano/microparticle: A ligand-free efficient recyclable heterogeneous catalyst for mono- and β,β-double-Heck reaction
Sharma, Dharminder,Kumar, Sandeep,Shil, Arun K.,Guha, Nitul Ranjan,Bandna,Das, Pralay
supporting information, p. 7044 - 7051 (2013/01/15)
Solid supported palladium nano/microparticles were found to be active catalysts to perform mono- and β,β-double-Heck reactions. Different β-unsubstituted and substituted alkenes including acrylate, methacrylate, crotonate, styrene, acrylonitrile, and acrylamide were investigated successfully for mono- and β,β-double-Heck reactions with aryl iodide under milder reaction condition. One-pot β,β-double-Heck reaction of aryl iodides with α,β-unsaturated ester, amide, nitrile, and styrene derivatives were also performed under standard reaction conditions. Wide functional group tolerance, easy catalyst recovery, and recyclability up to twelve times without significant loss of catalytic activity added extra importance to the present process.