115117-74-3Relevant academic research and scientific papers
Palladium-Catalyzed Chemoselective Synthesis of 2-Aminocinnamyl Esters via Sequential Amination and Olefination of Aryl Iodides
Chen, Yanhui,Lv, Weiwei,Ba, Dan,Wen, Si,Cheng, Guolin
, p. 13280 - 13289 (2020)
We report a highly chemoselective palladium-catalyzed Catellani-type amination of aryl iodides terminated by the Heck reaction using allylic esters as terminating reagents. 2-Aminocinnamyl esters were formed exclusively via β-H elimination rather than β-OAc elimination without the assistance of a silver salt. This protocol represents a useful extension of Catellani-type transformations.
Synthesis under reversible conditions of cyclic porphyrin dimers using palladium-catalysed allyl transesterification
Kaiser,Sanders
, p. 1763 - 1764 (2000)
Cyclic zinc-porphyrin dimers have been synthesised using reversible π-allyl palladium chemistry in the presence of bidentate pyridyl ligand templates.
C–C Cross-Coupling Reactions of Organosilanes with Terminal Alkenes and Allylic Acetates Using PdII Catalyst Supported on Starch Coated Magnetic Nanoparticles
Patra, Debabrata,Panja, Subir,Saha, Amit
supporting information, p. 878 - 883 (2020/02/13)
Starch coated magnetic nanoparticles supported palladium catalyst has been explored to perform C–C cross coupling reactions, such as oxidative Heck coupling and Tsuji–Trost allylic coupling using organosilicon compounds as one of the coupling partners. The biopolymer coated magnetic catalyst was very easy to recover magnetically and was efficiently recycled in the subsequent batches. All the reactions were performed in air and thus the necessity of air and moisture free reaction condition is avoided. The present protocols show wide substrate scope and good yields of the products.
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.
Pd(II)-catalyzed direct olefination of arenes with allylic esters and ethers
Shang, Xiaojie,Xiong, Yun,Zhang, Yuexia,Zhang, Lei,Liu, Zhongquan
supporting information; experimental part, p. 259 - 262 (2012/03/08)
A convenient Pd(II)-catalyzed direct olefination of unactivated arenes with allylic esters and ethers via C-H activation was demonstrated. Under the typical conditions, various aryl-substituted allylic esters and ethers can be prepared. Georg Thieme Verlag Stuttgart - New York.
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.
Control of chemo-, regio-, and stereoselectivities in ligand-free Pd-catalyzed oxidative heck reactions of arylboronic acids or alkenylboronate with allyl esters
Su, Yijin,Jiao, Ning
supporting information; experimental part, p. 2980 - 2983 (2009/12/05)
A ligand-free Pd-catalyzed highly selective oxidative Heck reaction of organoboronic acids with allyl esters was developed. β-H elimination is highly chemoselectively controlled, leading to γ-substituted allyl esters, which is contrary to the traditional
