115117-76-5Relevant academic research and scientific papers
Sequential Palladium-Catalyzed Allylic Alkylation/retro-Dieckmann Fragmentation Strategy for the Synthesis of α-Substituted Acrylonitriles
Katsina, Tania,Sharma, Sachi Prem,Buccafusca, Roberto,Quinn, Derek J.,Moody, Thomas S.,Arseniyadis, Stellios
supporting information, p. 9348 - 9352 (2019/11/20)
A straightforward synthesis of α-substituted acrylonitriles is described using 4-cyano-3-oxotetrahydro-thiophene (c-THT) as an acrylonitrile surrogate. This unprecedented two-step sequence featuring a palladium-catalyzed allylic alkylation (Pd-AA) and a retro-Dieckmann fragmentation provides a general entry into diversely substituted 1,4-dienes.
Highly Enantioselective, Base-Free Synthesis of α-Quaternary Succinimides through Catalytic Asymmetric Allylic Alkylation
Song, Tao,Arseniyadis, Stellios,Cossy, Janine
supporting information, p. 8076 - 8080 (2018/06/15)
The synthesis of diversely substituted five-membered ring succinimide derivatives is reported featuring a direct, base-free, palladium-catalyzed asymmetric allylic alkylation. The method allows a straightforward access to the desired heterocyclic scaffold bearing an all-carbon α-quaternary stereogenic center in high yields and good to excellent enantioselectivities. To further demonstrate the synthetic utility of the method, the allylated products were further converted to various versatile chiral building blocks, including a chiral pyrrolidine and a spirocyclic derivative, using selective transformations.
Pd-catalyzed oxidative olefination of arenes with olefins via C-H activation: Retention of the leaving group
Mao, Jincheng,Yang, Xiaojiang,Wang, Dingli,Zhang, Yang
, p. 2050 - 2055 (2016/03/19)
Pd-catalyzed direct oxidative olefination of arenes with olefins via C-H activation is described in the absence of any chelating directing groups. For Pd-catalyzed oxidative coupling between arenes and allyl acetate, it was observed the retention of the leaving group.
Triflimide-catalyzed allyl-allyl cross-coupling: A metal-free allylic alkylation
Ding, Feiqing,William, Ronny,Wang, Fei,Liu, Xue-Wei
supporting information; experimental part, p. 8709 - 8711 (2012/10/08)
A highly efficient metal-free intermolecular C(sp3)-C(sp3) allyl-allyl cross-coupling protocol between allyl acetates and allyltrimethylsilanes, which proceeded smoothly in the presence of catalytic triflimide to form 1,5-dienes with good to excellent regioselectivity, has been developed.
Synthesis of 1,3-diarylpropenes through palladium-catalyzed mizoroki-heck and allyl cross-coupling reactions using hydrazones as ligands
Mino, Takashi,Koizumi, Tomoko,Suzuki, Saori,Hirai, Kiminori,Kajiwara, Kenji,Sakamoto, Masami,Fujita, Tsutomu
supporting information; experimental part, p. 678 - 680 (2012/03/10)
The palladium-catalyzed synthesis of unsymmetrical 1,3-diarylpropenes from allyl esters through a Mizoroki-Heck-type reaction with aryl iodides followed by allyl cross-coupling with a variety of arylboronic acids was developed; the products are obtained in moderate to good yields by using a hydrazone-Pd(OAc) 2 system. The synthesis of unsymmetrical 1,3-diarylpropenes from allyl esters by a Mizoroki-Heck-type reaction followed by allyl cross-coupling with a variety of arylboronic acids was developed; the products were obtained in moderate to good yields by using a hydrazone-Pd(OAc)2 system. Copyright
PdII-catalyzed highly selective arylation of allyl esters via C-H functionalization of unreactive arenes with retention of the traditional leaving group
Pan, Delin,Yu, Miao,Chen, Wei,Jiao, Ning
experimental part, p. 1090 - 1093 (2011/07/08)
A highly selective Fujiwara-Moritani oxidative Heck reaction of allyl esters with unreactive arenes via C - H bond activation was developed, in which -H elimination is highly chemo-, regio- and stereoselective. Moreover, even electron-deficient arenes are tolerated in this type of C - H activation. 2010 Wiley-VCH Verlag GmbH Co. KGaA, Weinheim.
