124397-40-6Relevant articles and documents
Crystal structure of N-(p-methylbenzylidene)-p-bromoaniline
Jothi,Anuradha,Vasuki,Ramesh Babu,Ramamurthi
, p. 370 - 372 (2017)
The asymmetric unit of the title compound C14H12BrN (systematic name (E)-N-(4-bromophenyl)-1-(p-tolyl)methanimine) contains one half-molecule: a crystallographic center of inversion is located at the midpoint of the bridging N=C bond. The central HC=N unit makes dihedral angles of 15.7(3)° and 15.2(4)° with bromobenzene and methylbenzene ring systems, respectively. The C and N atoms of the HC=N central unit are disordered over two sites in a 50:50 ratio. The Br atom of the 4-bromoaniline ring and the methyl atom of the 4-methylbenzilidene ring systems are also 50% disordered. In the crystal, molecules are linked by C–H?π interactions forming slabs parallel to the bc plane. The atomic coordinates are not available for the previously reported crystal structure of the title compound: CSD refcode MBZCLE. The reported R factor of 0.103 for the analysis in the space group P21/a is much higher than in the present analysis, which gives 0.033 in the space group P21/c.
Inverse Hydroboration of Imines with NHC-Boranes Is Promoted by Diphenyl Disulfide and Visible Light
Kawamoto, Takuji,Morioka, Tsubasa,Noguchi, Kohki,Curran, Dennis P.,Kamimura, Akio
supporting information, p. 1825 - 1828 (2021/03/08)
We describe a simple and efficient procedure for nucleophilic borylation of imines in the absence of a photoredox catalyst. Visible light irradiation of an acetonitrile solution of an imine, an NHC-borane, and diphenyl disulfide (10 mol %) provides various stable α-amino NHC-boranes in good yields. The reaction proceeds via addition of a nucleophilic boryl radical to an imine, followed by hydrogen abstraction from thiophenol, which is generated from NHC-borane and diphenyl disulfide.
Au(I) Catalyzed Synthesis of Densely Substituted Pyrazolines and Dihydropyridines via Sequential Aza-Enyne Metathesis/6π-Electrocyclization
Sugimoto, Kenji,Kosuge, Shuto,Sugita, Takae,Miura, Yuka,Tsuge, Kiyoshi,Matsuya, Yuji
supporting information, p. 3981 - 3985 (2021/05/26)
A gold(I) autotandem catalysis protocol is reported for the de novo synthesis of densely substituted pyrazolines and dihydropyridines from the corresponding imine derivatives in a highly regioselective fashion via a one-pot aza-enyne metathesis/6π-electrocyclization sequence. The substituents on the nitrogen atom of the imine perfectly control the reaction pathways from the pivotal 1-azabutadiene intermediate; thus, carbazates were converted into pyrazolines via 6π-electrocyclization of α,β-unsaturated hydrazones, while aryl imines provided dihydropyridines via 6π-electrocyclization of 3-azahexatrienes.
Microwave-assisted diastereoselective two-step three-component synthesis for rapid access to drug-like libraries of substituted 3-amino-β-lactams
Janssen, Guido V.,van den Heuvel, Joyce A.C.,Megens, Rik P.,Benningshof, Jorg C.J.,Ovaa, Huib
, p. 41 - 49 (2017/11/30)
Large, diverse compound libraries are an essential requisite in target-based drug development. In this work, a robust microwave-assisted synthesis for the diastereoselective generation of 3-saccharinyl-trans-β-lactams is reported. The method is optimised
