88044-41-1Relevant academic research and scientific papers
Intramolecular Cyclization of 3,3-Diarylpropenylamides of Electron-Deficient Alkenes: Stereoselective Synthesis of Functionalized Hexahydrobenzo[f]isoindoles
Sugiura, Hirotaka,Yamazaki, Shoko,Go, Kakeru,Ogawa, Akiya
, p. 204 - 220 (2018/12/13)
Intramolecular Diels–Alder reactions of various 3,3-diarylpropenylamides of electron-deficient alkenes to give hexahydrobenzo[f]isoindoles were investigated. Reaction of 1,1,2-ethenetricarboxylic acid 1,1-diethyl ester with 3,3-diaryl-2-propen-1-amines under the amide formation conditions gave the tricyclic compounds in sequential processes involving intramolecular Diels–Alder reaction. The reaction gave cis- and trans-fused tricyclic compounds selectively, depending on the substituents on the benzene ring, reaction temperature and solvent. In the reaction with dissymmetrically substituted 3,3-diaryl-2-propen-1-amines, trans-substituted aryl group reacted mainly as a styrene component. Amides of electron-deficient alkenic carboxylic acids such as fumarate do not undergo cyclization at room temperature sequentially and the reaction on heating gave trans-fused hexahydrobenzo[f]isoindoles. The origin of the observed stereoselectivity has been examined by the DFT calculations.
Anti-Markovnikov rearrangement in sulfur mediated allylic C-H amination of olefins
Zhang, Zhong,Du, Hongguang,Xu, Jiaxi,Li, Pingfan
supporting information, p. 11547 - 11550 (2016/10/03)
Cationic rearrangement reactions usually follow Markovnikov's rule to give more substituted carbocations as stable intermediates. During our study on sulfur mediated allylic C-H amination of olefins, very rare cases of anti-Markovnikov rearrangement from secondary carbocations toward primary carbocations or primary triflates were observed.
Magnetite (Fe3O4) silica based organic-inorganic hybrid copper(ii) nanocatalyst: A platform for aerobic N-alkylation of amines
Sharma, Rakesh K.,Monga, Yukti,Puri, Aditi,Gaba, Garima
, p. 2800 - 2809 (2013/10/08)
A magnetically recoverable, efficient and selective copper based nanocatalyst has been synthesised via covalent grafting of 2-acetylthiophene on a silica coated magnetic nanosupport followed by metallation with copper acetate. The obtained organic-inorganic hybrid nanomaterial has been characterized by electron microscopy techniques (SEM and TEM with EDS), XRD, VSM, FT-IR and AAS. The catalytic performance of the novel nano-catalyst is evaluated in the active transformation of various aromatic amines to industrially-important alkylated amines. The nanocomposites afford high turnover frequency and high selectivity for amines under aerobic conditions. Furthermore, the heterogeneous nature of the catalyst allows easy magnetic recovery and regeneration, which makes the present protocol highly beneficial to address the industrial needs and environmental concerns.
Novel Tandem Conjugate Addition-Ramberg-B?cklund Rearrangements
Evans, Paul,Taylor, Richard J. K.
, p. 1043 - 1044 (2007/10/03)
A novel tandem process is reported for the preparation of allylic amines, ethers and sulfides from α-bromo-α,β-unsaturated sulfones; this process is believed to proceed via an initial conjugate addition followed by proton exchange and Ramberg-Ba?cklund rearrangement.
N-ALKYL-β-AMINOETHYLPHOSPHONIUM SALTS. USEFUL REAGENTS FOR THE SYNTHESIS OF 2o ALLYLAMINES
Linderman, Russell J.,Meyers, A. I.
, p. 3043 - 3046 (2007/10/02)
An improved procedure for the preparation of N-alkyl-β-aminoethylphosphonium salts, and the utilization of these functionalized salts in the preparation of secondary allylamines via the Wittig reaction is reported.
