14294-33-8Relevant articles and documents
A ratiometric probe for the selective time-gated luminescence detection of potassium in water
Weitz, Evan A.,Pierre, Valerie C.
, p. 541 - 543 (2011)
A europium probe for the ratiometric detection of potassium in water is presented. This probe demonstrates high sensitivity, with an affinity for K + in the mM range, and high selectivity for K+ over Na+, Ca2+, Mg2+ and Li+. The long luminescence lifetime of the probe and its large Stokes shift further enable accurate determination of the concentration of K+ in complex aqueous media.
Atropisomeric Properties of N-Acyl/ N-Sulfonyl 5 H-Dibenzo[ b, d]azepin-7(6 H)-ones
Hotta, Mayuno,Makino, Kosho,Namba, Takuya,Natsugari, Hideaki,Oshitari, Tetsuta,Tabata, Hidetsugu,Takahashi, Hideyo
, p. 7563 - 7578 (2021/06/25)
The stereochemistry of N-acyl/N-sulfonyl 5H-dibenzo[b,d]azepin-7(6H)-ones (I, II) was examined in detail by freezing the conformation with a methyl group at the C-4 of dibenzoazepine. Because the two axes (axis 1, axis 2) move together concertedly, I and
Additive-free radical cascade reaction of oxime esters: Synthesis of pyrroline-functionalized phenanthridines
Shao, Liming,Xue, Yijie,Xue, Dengqi,He, Qian,Ge, Qianwei,Li, Wei
, p. 12284 - 12293 (2020/11/10)
A variety of dihydropyrrole-functionalized phenanthridines were efficiently synthesized by the metal-free, radical cascade cyclization reaction of 2-isocyanobiphenyls with γ,δ- unsaturated oxime esters. The C-N/C-C/C-C bonds were formed via the oil bath method in a one-pot procedure with broad substrate applicability. The radical process was supported by kinetic isotope effect studies and radical inhibition studies.
Diphenyl ether derivative, pharmaceutical salts thereof and medicinal use
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Paragraph 0102; 0103; 0104; 0105; 0106; 0107, (2019/02/19)
The invention relates to the field of pharmaceutical chemistry and discloses a compound (I) acting in the aspect of treating diseases related to PD-1/PD-L1 signal channels such as cancer, infectious diseases and autoimmune diseases, pharmaceutical salts a
Electrochemical initiation of electron-catalyzed phenanthridine synthesis by trifluoromethylation of isonitriles
Lübbesmeyer,Leifert,Sch?fer,Studer
supporting information, p. 2240 - 2243 (2018/03/06)
The electron-catalyzed formation of phenanthridines starting from isonitriles initiated by an electrochemical reduction of the Togni reagent is presented. The required number of faradays per mole of starting material and the respective yields clearly show the catalytic character of the electron in this reaction. The mechanism is supported by cyclic voltammetry experiments.
Co(acac)2/O2-mediated oxidative isocyanide insertion with 2-aryl anilines: Efficient synthesis of 6-amino phenanthridine derivatives
Zhu, Tong-Hao,Wang, Shun-Yi,Tao, Yang-Qing,Wei, Tian-Qi,Ji, Shun-Jun
supporting information, p. 1260 - 1263 (2014/03/21)
A novel and efficient protocol for the creation of 6-amino phenanthridine derivatives by Co(acac)2-catalyzed isocyanide insertion with 2-aryl anilines under an O2 atmosphere via homolytic aromatic substitution (HAS) type C-H functionalization has been developed. This reaction not only proceeds smoothly utilizing O2 as the oxidant but also provides a new approach to construct phenanthridine derivatives utilizing readily available 2-aryl anilines with isocyanides instead of 2-isocyanobiaryls with different radical precursors.
Palladium-catalyzed C(sp2)-H arylation using formamide as a transformable directing group
Wan, Congqing,Zhao, Jiaji,Xu, Mingfang,Huang, Jinbo
, p. 4751 - 4756 (2014/06/09)
A new process for the ortho arylation of formanilides through palladium-catalyzed C-H activation is described. Formamide is reported as a transformable directing group in the transition-metal-catalyzed C-H functionalization reaction. The resulting biarylformanilide products can be readily transformed to the corresponding biarylisocyanides or N-heterocycles.
6-Trifluoromethyl-phenanthridines through radical trifluoromethylation of isonitriles
Zhang, Bo,Mueck-Lichtenfeld, Christian,Daniliuc, Constantin Gabriel,Studer, Armido
supporting information, p. 10792 - 10795 (2013/10/22)
A radical approach toward 6-perfluoroalkylphenanthridines employs the Togni reagent or derivatives thereof as radical precursors and occurs in the absence of a transition metal. Bu4NI is applied as radical initiator and phenanthridines are formed in good to excellent yields. In contrast to the currently intensively investigated trifluoromethylation of arenes, the arene core is formed during the trifluoromethylation in this approach. Copyright
Free-amine-directed alkenylation of C(sp2)-H and cycloamination by palladium catalysis
Liang, Zunjun,Ju, Long,Xie, Yongju,Huang, Lehao,Zhang, Yuhong
supporting information, p. 15816 - 15821 (2013/01/16)
A new protocol for the palladium-catalyzed free-amine-directed alkenylation of C(sp2)-H bonds and cycloamination is described. Substituted biaryl-2-amines react with various alkenes, including electron-deficient alkenes, aryl alkenes and alkyl alkenes, to give the corresponding phenanthridines with exclusive regioselectivity. The use of α-branched styrenes leads to the formation of tricyclic compounds with a seven-membered amine ring. The method operates through a free-amine-directed alkenylation and a subsequent hydroamination cyclization reaction. Seven-membered cycloamination: A new protocol for the palladium-catalyzed free-amine-directed alkenylation of C(sp2)-H bonds and subsequent cycloamination is described (see scheme). Substituted biaryl-2-amines react with various alkenes to give the corresponding phenanthridines with exclusive regioselectivity. The use of α-branched styrenes leads to the formation of tricyclic compounds with a seven-membered amine ring. Copyright
Intramolecular oxidative C-N bond formation for the synthesis of carbazoles: Comparison of reactivity between the copper-catalyzed and metal-free conditions
Cho, Seung Hwan,Yoon, Jungho,Chang, Sukbok
supporting information; experimental part, p. 5996 - 6005 (2011/06/11)
New synthetic procedures for intramolecular oxidative C-N bond formation have been developed for the preparation of carbazoles starting from N-substituted amidobiphenyls under either Cu-catalyzed or metal-free conditions using hypervalent iodine(III) as an oxidant. Whereas iodobenzene diacetate or bis(trifluoroacetoxy)iodobenzene alone undergoes the reaction to provide carbazole products in moderate to low yields, combined use of copper(II) triflate and the iodine(III) species significantly improves the reaction efficiency, giving a more diverse range of products in good to excellent yields. On the basis of mechanistic studies including kinetic profile, isotope effects, and radical inhibition experiments, the copper species is proposed to catalytically activate the hypervalent iodine(III) oxidants. The synthetic utility of the present approach was nicely demonstrated in a direct synthesis of indolo[3,2-b]carbazole utilizing a double C-N bond formation.