4720-29-0Relevant articles and documents
Synthesis of N-(2-guanidinoethyl)-tetrahydrothieno[3,2-c]azepine, N-(2- guanidinoethyl)-tetrahydro-2-benzazepine and N-(2-guanidinoethyl)-tetrahydro- 1-benzazepine as analogous to antihypertensive agent guanetidine
Ravina,Ramos,Masaguer,Mera
, p. 321 - 332 (1994)
N-(2-guanidinoethyl)-tetrahydrothieno[3,2-c]azepine 10a, N-(2- guanidinoethyl)-tetrahydro-2-benzazepine 10b and N-(2-guanidinoethyl)- tetrahydro-1-benzazepine 10c analogous of the antihypertensive agent Guanetidine were prepared by cyanomethylation of the corresponding azepines, reduction and subsequent guanilation of the resulting aminoethyl derivatives. These compounds were evaluated for antihypertensive activity in SHR rats but no significant activity was observed.
Two stepwise synthetic routes toward a hetero[4]rotaxane
Luo, Qian-Fu,Zhu, Lan,Rao, Si-Jia,Li, Hong,Miao, Qi,Qu, Da-Hui
, p. 4704 - 4709 (2015)
Heterorotaxanes have been emerging as an important class of mechanically interlocked molecules and have attracted much attention in recent years. Driven by the distinguishable host-guest interactions between crown ether macrocycles and ammonium with different sizes, a novel hetero[4]rotaxane was successfully prepared by employing the combination of copper-catalyzed "click" reaction and P(n-Bu)3-catalyzed esterification reaction as stoppering reactions. The hetero[4]rotaxane contains an interlocked species in which a dibenzo[24]crown-8 ring threaded by a dibenzylammonium-containing component with two benzo[21]crown-7 macrocycles at both ends to act as stoppers, and each of the two benzo[21]crown-7 rings is also threaded with a benzylalkylammonium unit to form the second interlocked species. The hetero[4]rotaxane was prepared through two different stepwise synthetic routes, and the complicated chemical structure of the hetero[4]rotaxane was well-characterized by 1H NMR spectroscopy and high-resolution electrospray ionization (HR-ESI) mass spectrometry. The investigation shows that the construction of complicated topological heterorotaxane can be achieved via distinct approaches with high efficiencies, which may provide a foundation for the construction of more sophisticated heterorotaxane systems or functional supermolecules.
An Alternative Approach to the Hydrated Imidazoline Ring Expansion (HIRE) of Diarene-Fused [1.4]Oxazepines
Grintsevich, Sergey,Sapegin, Alexander,Reutskaya, Elena,Peintner, Stefan,Erdélyi, Máté,Krasavin, Mikhail
, p. 5664 - 5676 (2020/07/21)
A four-step approach to the “hydrated imidazoline ring expansion” (HIRE) is presented. In most cases, the ring expansion was the sole process. However, for the first time, an alternative course of the hydrated imidazoline evolution was discovered which gave N-aminoethyl derivatives. These can, in principle, be converted into the target HIRE products under sufficiently forcing conditions. The approach offers improved flexibility with respect to the peripheral substituents and is also applicable to the synthesis of eleven-membered lactams. We observed that the latter can exist in two stable isomeric forms due to lactam–amide bond isomerization. The latter finding further demonstrates the value of medium-sized rings as multiple-conformer probes for biological target interrogation.
Microwave-Assisted CuCl-Catalyzed Three-Component Reactions of Alkynes, Aldehydes, and Amino Alcohols
Chen, Ning,Li, Xiang,Xu, Jiaxi
supporting information, p. 3336 - 3344 (2019/08/28)
A microwave (MW)-assisted three-component coupling of amino alcohols, aldehydes, and alkynes is developed under catalysis by CuCl. Compared with thermal conditions, MW irradiation greatly increases the reaction efficiency. The reactions of various primary N -alkyl/arylamino alcohols, aliphatic/aromatic aldehydes, and alkynes are systematically investigated, affording the desired products in moderate to good yields. Notably, acetylene is also an effective reactant under the current MW-assisted conditions.