33768-49-9Relevant academic research and scientific papers
Ligand Promoted Olefination of Anilides for Indirectly Introducing Fluorinated Functional Groups via Palladium Catalyst
Wang, Dongjie,Xu, Xu,Zhang, Jingyu,Zhao, Yingsheng
, p. 2696 - 2705 (2021/02/27)
We report a palladium-catalyzed, ligand promoted, C-H fluorine-containing olefination of anilides with 4-bromo-3,3,4,4-tetrafluorobutene as the fluorinated reagent, which has a potential transformation into other compounds due to its -CF2CF2Br functional group. -CF2CF2H was obtained by using the mild reducing agent sodium borohydride. Bioactive compounds such as aminoglutethimide derivative and propham were well-tolerated in this reaction, both of which highlight the synthetic importance of this method.
Para -Selective copper-catalyzed C(sp2)-H amidation/dimerization of anilides via a radical pathway
Viveki, Amol B.,Garad, Dnyaneshwar N.,Gonnade, Rajesh G.,Mhaske, Santosh B.
supporting information, p. 1565 - 1568 (2020/02/13)
Copper-catalyzed amidation/dimerization of anilides via regioselective C(sp2)-H functionalization is achieved. The para-selective amidation is accomplished on the anilide aromatic ring via a radical pathway leading to C-N bond formation in the presence of ammonium persulfate as a radical source/oxidant for the copper catalyst. The developed protocol tolerates a wide range of anilide substrates. The regioselectivity is confirmed by single-crystal X-ray studies.
Rare-Earth Amido and Borohydrido Complexes Supported by Tetradentate Amidinate Ligands: Synthesis, Structure, and Catalytic Activity in Polymerization of Cyclic Esters
Skvortsov, Grigorii G.,Shavyrin, Andrei S.,Kovylina, Tatyana A.,Cherkasov, Anton V.,Trifonov, Alexander A.
, p. 5008 - 5017 (2019/12/15)
Amido [ButC(NC6H4-2-OMe)2]2LnN(SiMe3)2 (Ln = Y (3), Nd (4)) and borohydrido complexes [ButC(NC6H4-2-OMe)2]2LnBH4
Rhodium(III)-catalysed, redox-neutral C(sp2)-H alkenylation using pivalimide as a directing group with internal alkynes
Kathiravan, Subban,Nicholls, Ian A.
supporting information, p. 1 - 4 (2016/12/23)
In the presence of [RhCp?Cl2]2, N-pivaloyl anilines react with internal alkynes to give the corresponding 2-alkenylpivalimides under redox neutral conditions through C-H activation. This redox neutral hydroarylation, which does not require an external organic acid, unlocks a regioselective synthetic route to 2-alkenyl anilines and is generally applicable to diversely substituted electron rich and electron poor pivalimides.
An Annulative Synthetic Strategy for Building Triphenylene Frameworks by Multiple C?H Bond Activations
Mathew, Bijoy P.,Yang, Hyun Ji,Kim, Joohee,Lee, Jae Bin,Kim, Yun-Tae,Lee, Sungmin,Lee, Chang Young,Choe, Wonyoung,Myung, Kyungjae,Park, Jang-Ung,Hong, Sung You
supporting information, p. 5007 - 5011 (2017/04/24)
C?H activation is a versatile tool for appending aryl groups to aromatic systems. However, heavy demands on multiple catalytic cycle operations and site-selectivity have limited its use for graphene segment synthesis. A Pd-catal- yzed one-step synthesis of functionalized triphenylene frameworks is disclosed, which proceeds by 2- or 4-fold C?H arylation of unactivated benzene derivatives. A Pd2(dibenzylideneacetone)3 catalytic system, using cyclic diaryliodonium salts as π-extending agents, leads to site-selective inter- and intramolecular tandem arylation sequences. Moreover, N-substituted triphenylenes are applied to a field-effect transistor sensor for rapid, sensitive, and reversible alcohol vapor detection.
A unified strategy for silver-, base-, and oxidant-free direct arylation of C-H bonds
Sahoo, Manoj K.,Midya, Siba P.,Landge, Vinod G.,Balaraman, Ekambaram
supporting information, p. 2111 - 2117 (2017/07/24)
Here, we report a dual catalytic approach for room temperature direct arylation of C-H bonds with aryldiazonium salts as a simple aryl group donor, also working as an internal oxidant via C-N2 bond cleavage. This unified strategy has been achieved by the synergistic combination of visible-light metal-free photoredox and palladium catalysis under silver-, base- and/or additive-free conditions. The broad substrate scope, functional group tolerance, excellent regioselectivity and redox-neutral conditions of this process make it attractive for the effective synthesis of a wide range of important N-heterocyclic commodities such as dibenzo[b,d]azepine, carbazole and phenanthridine.
Reusable and Magnetic Palladium and Copper Oxide Catalysts in Direct ortho and meta Arylation of Anilide Derivatives
Vásquez-Céspedes, Suhelen,Holtkamp, Michael,Karst, Uwe,Glorius, Frank
supporting information, p. 2759 - 2764 (2017/12/14)
We report a general, direct C-H arylation of anilide derivatives using reusable palladium or copper oxide on magnetite as heterogeneous precatalysts. Highly selective ortho and meta arylations are achieved using electronically and sterically diverse diaryliodonium salts. Catalytically active soluble species from the heterogeneous precursors were detected by experimental techniques. Preliminary mechanistic investigation suggests different reaction pathways for each of the catalysts.
Amine Activation: Synthesis of N-(Hetero)arylamides from Isothioureas and Carboxylic Acids
Zhu, Yan-Ping,Sergeyev, Sergey,Franck, Philippe,Orru, Romano V. A.,Maes, Bert U. W.
supporting information, p. 4602 - 4605 (2016/09/28)
A novel method for N-(hetero)arylamide synthesis based on rarely explored amine activation, rather than classical acid activation, is reported. The activated amines are easily prepared using a three-component reaction with commercial reagents. The new method shows a broad scope including challenging amides not (efficiently) accessible via classical protocols.
Synthesis and characterization of β-triketimine cobalt complexes and their behaviour in the polymerization of 1,3-butadiene
Alnajrani, Mohammed N.,Mair, Francis S.
, p. 15727 - 15736 (2015/01/09)
Three β-triketimine ligands, (L1: [CH{CMeN(2,4,6-Me3-C6H2)}2C(CMe3N(2-MeO-C6H4)], L2: [CH{CMeN(2,4-Me2-C6H3)}2C(
Dialkyl rare earth complexes supported by potentially tridentate amidinate ligands: Synthesis, structures, and catalytic activity in isoprene polymerization
Rad'Kov, Vassily Yu.,Skvortsov, Grigorii G.,Lyubov, Dmitry M.,Cherkasov, Anton V.,Fukin, Georgy K.,Shavyrin, Andrei S.,Cui, Dongmei,Trifonov, Alexander A.
scheme or table, p. 2289 - 2297 (2012/07/02)
Two new amidines that contain a pendant Lewis base in the side arm, 2-MeOC6H4NC(tBu)NH(2,6-R2C6H 3) (R = Me, iPr), were synthesized and successfully employed as tridentate ligands for the preparation
