1237588-95-2Relevant academic research and scientific papers
Mn(ii)-Catalysedortho-alkenylation of aromatic amines and its application in reproductive diseases
Yang, Jinfei,Wu, Xiaolong,Yang, Banghua,Liu, Yirong,Cheng, Rui,Gong, Zijun,Sun, Fei
, p. 164 - 167 (2020)
A Mn(ii)-catalysedortho-alkenylation of aromatic amines and its application in reproductive diseases were developed. The use of MnCl2was critical for theortho-alkenylation of aromatic amines. The general applicability of this procedure was high
Palladium-Catalyzed Carbamoyl-Carbamoylation/ Carboxylation/Thioesterification of Alkene-Tethered Carbamoyl Chlorides Using Mo(CO)6 as the Carbonyl Source
Chen, Chen,Huang, Yujie,Ding, Jie,Liu, Liying,Zhu, Bolin
supporting information, p. 794 - 801 (2022/01/04)
We reported a palladium-catalyzed carbamoyl-carbamoylation/carboxylation/thioesterification of alkene-tethered carbamoyl chlorides using Mo(CO)6 as the carbonyl source. The reactions were typically performed with good functional group compatibility and tolerated different nucleophiles (amines, alcohols, phenols, thiols and water), which provided a new access to amidated/esterificated/thioesterificated/carboxylated oxindoles or lactams bearing an all-carbon quaternary stereocenter under CO gas-free conditions. Furthermore, natural product mutation and divergent late-stage derivatization are the important practical features.
Carbocatalytic Cascade Synthesis of Polysubstituted Quinolines from Aldehydes and 2-Vinyl Anilines
Bulatov, Evgeny,Helaja, Juho,Hu, Tao,Lenarda, Anna,M?kel?, Mikko K.,Malinen, Kiia,Melchionna, Michele,Nieger, Martin,Talvitie, Juulia,Wirtanen, Tom
, p. 3775 - 3782 (2021/07/20)
Oxidized active carbon (oAC) catalyses the formation of polysubstituted quinolines from o-vinyl anilines and aldehydes. The reaction proceeds in a cascade manner through condensation, electrocyclization and dehydrogenation, and gives access to a wide range of quinolines with alkyl and/or aryl substituents as demonstrated with 40 examples. The metal-free catalytic procedure allows a heterogeneous protocol for the synthesis of various polysubstituted quinolines. The mechanistic studies imply that both the acid and quinoidic groups in oAC are integral for the catalytic manifold. (Figure presented.).
Bivalent manganese catalyzed arylamine ortho-enylation reaction method
-
Paragraph 0035-0038, (2021/03/13)
The invention discloses a bivalent manganese catalyzed arylamine ortho-enylation reaction method, which comprises the following steps of: sequentially adding a weighed arylamine compound (1), substituted acetylene (2) and a metal catalyst MmXn into a reac
Palladium-Catalyzed Phosphoryl-Carbamoylation of Alkenes: Construction of Nonbenzylic C(sp3)?P(O)R2 Bonds via C(sp3)?Pd(II)?P(O)R2 Reductive Elimination
Chen, Chen,Sun, Wan,Yan, Yan,Yang, Fang,Wang, Yuebo,Zhu, Yan-Ping,Liu, Liying,Zhu, Bolin
, p. 2970 - 2975 (2020/07/06)
We report the first example of palladium-catalyzed phosphoryl-carbamoylation of alkene-tethered carbamoyl chlorides with P(O)H compounds. Both H-phosphinates and secondary phosphine oxides are compatible with this reaction. DPE-Phos was used as ligand to facilitate nonbenzylic C(sp3)?P bonds formations via C(sp3)?Pd(II)?P reductive elimination. By using this protocol, a range of phosphorylated oxindoles and lactams were obtained in moderate to good yields. (Figure presented.).
Enantioselective Intramolecular Copper-Catalyzed Borylacylation
Whyte, Andrew,Burton, Katherine I.,Zhang, Jingli,Lautens, Mark
supporting information, p. 13927 - 13930 (2018/10/02)
An enantioselective copper-catalyzed intramolecular borylacylation is reported. The reaction proceeds through an initial enantioselective borylcupration of the styrene, followed by a nucleophilic attack on the tethered carbamoyl chloride. The products, chiral borylated 3,3-disubstituted oxindoles, were generated in excellent yields and enantioselectivities. The versatile carbon–boron bond provides a platform for a wide array of diversification.
One-pot ring-closing metathesis (RCM)/oxidation by an assisted tandem ruthenium catalysis for the synthesis of 2-quinolones
Kato, Hiroshige,Ishigame, Tatsuya,Oshima, Nobuhiro,Hoshiya, Naoyuki,Shimawaki, Ken,Arisawa, Mitsuhiro,Shuto, Satoshi
supporting information; experimental part, p. 2676 - 2680 (2011/12/02)
We have developed a one-pot ring-closing metathesis (RCM)/oxidation methodology to yield various 2-quinolines from 2-vinyl-N-allylaniline derivatives. This is a first example of an oxidation involving methylene (CH2) groups with modified Grubbs-type ruthenium complexes. Hence, this adds an example of a non-methathesis reaction using a ruthenium carbene catalyst. Copyright
Catalytic C-CN activation and asymmetric cyanoamidation of alkenes: Total syntheses of (+)-horsfiline, (-)-coerulescine, and (-)-esermethole
Reddy, Venkata Jaganmohan,Douglas, Christopher J.
scheme or table, p. 4719 - 4729 (2010/08/06)
The detailed study of Pd-catalyzed asymmetric cyanoamidation is reported. Excellent enantioselectivities are attributed to a chiral phosphosphoramidite ligand synthesized in one step from the commercially available materials. Cyanoamidation substrates are easy to prepare from the corresponding anilines. The 3,3-disubstituted oxindole products bear all-carbon quaternary stereocenters and contain a nitrile and an amide, which are valuable functional handles for the synthesis of many indole-containing natural products. Cyanoamidation tolerates free N-H groups, as demonstrated by the successful use of cyanoamidation in the syntheses of (+)-horsfiline and (-)-coerulescine.
Synthesis of 3,3-disubstituted oxindoles through Pd-catalyzed intramolecular cyanoamidation
Yasui, Yoshizumi,Kamisaki, Haruhi,Ishida, Takayuki,Takemoto, Yoshiji
supporting information; experimental part, p. 1980 - 1989 (2010/04/24)
The cyanoamidation of olefins was achieved. When N-(2-vinylphenyl)cyanoformamides were treated with palladium catalyst, intramolecular cyanoamidation took place to give corresponding 3,3-disubstituted oxindoles. P(t-Bu)3 showed a remarkable eff
