53109-17-4Relevant articles and documents
Palladium(0)-Catalyzed Arylation of Olefins by Arylamines and an Alkyl Nitrite
Kikukawa, Kiyoshi,Maemura, Koji,Kiseki, Yasuyuki,Wada, Fumio,Matsuda, Tsutomu,Giam, Choo S.
, p. 4885 - 4888 (1981)
Various olefins were arylated by the combination of arylamines and tert-butyl nitrite under palladium catalysis in the presence of acid such as monochloroacetic or acetic.The reaction proceeded in good yields without serious effects from substituents on either the olefinic substrates or the arylamines, including 3-aminopyridine.
Iron(II)-Catalyzed Site-Selective Functionalization of Unactivated C(sp3)?H Bonds Guided by Alkoxyl Radicals
Guan, Honghao,Sun, Shutao,Mao, Ying,Chen, Lei,Lu, Ran,Huang, Jiancheng,Liu, Lei
supporting information, p. 11413 - 11417 (2018/08/28)
An alkoxyl radical guided strategy for site-selective functionalization of unactivated methylene and methine C?H bonds enabled by an FeII-catalyzed redox process is described. The mild, expeditious, and modular protocol allows efficient remote aliphatic fluorination, chlorination, amination, and alkynylation of structurally and electronically varied primary, secondary, and tertiary hydroperoxides with excellent functional-group tolerance. The application for one-pot 1,4-hydroxyl functionalization of non-oxygenated alkane substrates initiated by aerobic C?H oxygenation is also demonstrated.
Enantioselective synthesis of all-carbon quaternary stereogenic centers via copper-catalyzed asymmetric allylic alkylation of (Z)-allyl bromides with organolithium reagents
Faans-Mastral, Martn,Vitale, Romina,Prez, Manuel,Feringa, Ben L.
, p. 4209 - 4212 (2015/03/14)
A copper/phosphoramidite catalyzed asymmetric allylic alkylation of Z trisubstituted allyl bromides with organolithium reagents is reported. The reaction affords all-carbon quaternary stereogenic centers in high yields and very good regio- and enantiosele
The thermofluoric behavior of poly(fluorenetolyldiphenylamine)-oxadiazole pair in a polymer matrix
Lee, Chin-Sheng,Kuo, Cheng-Po,Chang, Chiou-Ling,Chuang, Ching-Nan,Lee, Mandy M.,Sun, Shih-Sheng,Leung, Man-Kit
, p. 20227 - 20236 (2013/11/06)
Under UV irradiation, 1,4-bis(5-(4-octan-2-ylphenyl)-1,3,4-oxadiazol-2-yl) naphthalene (NOXD) and poly(fluorenetolyldiphenylamine) (PFT) are blue light emissive in solid film. When NOXD and PFT were blended to form a neat thin-film, yellowish exciplex emi
Enantioselective synthesis of tertiary and quaternary stereogenic centers: Copper/phosphoramidite-catalyzed allylic alkylation with organolithium reagents
Fananas-Mastral, Martin,Perez, Manuel,Bos, Pieter H.,Rudolph, Alena,Harutyunyan, Syuzanna R.,Feringa, Ben L.
, p. 1922 - 1925 (2012/04/17)
An efficient and highly enantioselective copper-catalyzed allylic alkylation of disubstituted allyl halides with primary and secondary organolithium reagents using phosphoramidite ligands is reported. The use of trisubstituted allyl bromides allows, for the first time, the enantioselective synthesis of all-carbon quaternary stereogenic centers with these reactive organometallic reagents.
Synthesis and Properties of Cationic Organopalladium Complexes. Remarkable Rate Enhancement in Olefin Insertion into the Palladium-Aryl Bond by the Generation of a Cationic Palladium Complex from trans-
Kawataka, Futoshi,Shimizu, Isao,Yamamoto, Akio
, p. 654 - 660 (2007/10/02)
By removing the bromide ligand in trans- (1) by AgBF4 in the presence and absence of pyridine, pyridine-coordinated and solvent-coordinated cationic complexes, trans-BF4 (2) and trans-BF4 (3) have been obtained.These cationic phenylpalladium complexes show much greater reactivities than do the parent neutral complex 1 toward olefins to give phenylated olefins by insertion followed by β-hydrogen elimination processes.Kinetic studies concerning the insertion of methyl acrylate into the phenyl-palladium bond have indicated that the reactions are first order in the phenylpalladium complexes and that addition of pyridine to a system containing 2 and methyl acrylate inhibits the insertion reaction of the olefin.The results suggest that the generation of a cationic arylpalladium complex with a vacant site is important for the olefins to be inserted.
One-pot conversion of terminal alkynes into gem-disubstituted-alkenes
Luo, Fen-Tair,Fwu, Shiang-Long,Huang, Wen-Shu
, p. 6839 - 6840 (2007/10/02)
A one-pot reaction of terminal alkynes with in situ generated hydrogen iodide and organozinc compounds in the presence of Pd(PPh3)4 provided a simple and useful method for the preparation of gem-disubstituted-alkenes.
Triply Convergent, Stereospecific Alkene Formation via Peterson Olefination
Barrett, Anthony G. M.,Flygare, John A.
, p. 638 - 642 (2007/10/02)
α-Iodo silanes 8 were prepared from α-hydroxy silanes and after halogen/metal exchange and treatment with copper(I)bromide-dimethyl sulfide were coupled with acid chlorides to yield α-silyl ketones 2.Cram controlled addition with a variety of nucleophiles followed by treatment with acid or base led to either the (E)- or (Z)-alkene in good overall yields from the iodide (47-67percent) and with excellent stereoselectivities (>95/95/5 isomeric purity.
Reaction of Diazonium Salts with Transition Metals. Part 11. Palladium-catalyzed Aryldesilylation of Alkenylsilanes by Arenediazonium Salts
Ikenaga, Kazutoshi,Kikukawa, Kiyoshi,Matsuda, Tsutomu
, p. 1959 - 1964 (2007/10/02)
Under palladium(0) catalysis, both (E)- and (Z)-RCH=CHSiMe3(R=Rh, 4-MeC6H4, 4-NO2C6H4, n-C6H13, and MeOCH2) were easily aryldesilylated by ArN2X(Ar=Ph, 4-MeC6H4, 4-BrC6H4 and 4-NO2C6H4; X=BF4, PF6, and Cl) to give (E)-RCH=CHAr and RC(Ar)=CH2 as the main products at 25 deg C in acetonitrile. anti- and syn-1,2-Elimination of Pd(0) and Me3Si from the adducts, threo- and erythro-RCH(PdX)CHSiMe3, generated from ArPdX and (E) and (Z)-RCH=CHSiMe3, respectively, are proposed for the formation of (E)-RCH=CHAr from either isomer of RCH=CHSiMe3.
Arylation of Olefins by N-Nitroso-N-arylacetamides under Palladium(0) Catalysis: A New Precursor of Arylpalladium Species
Kikukawa, Kiyoshi,Naritomi, Masaki,He, Gong-Xin,Wada, Fumio,Matsuda, Tsutomu
, p. 299 - 301 (2007/10/02)
Olefins (styrene, octene-1, cycloheptene, ethyl acrylate, and vinyl acetate) were easily arylated in good yields with N-nitroso-N-arylacetamides (ArN(NO)COCH3: Ar= Ph, 4-MeC6H4, 4-MeOC6H4, 4-ClC6H4, 4-BrC6H4, and 4-IC6H4) under palladium(0) catalysis at 40 deg C within 40 min.
