10354-00-4Relevant articles and documents
Structures and vibrational spectra of 5H-dibenz[b,f]azepine and 5H-dibenzo[a,d]cycloheptene-5-ol on the basis of quantum mechanical calculations
Kuramshina,Mogi,Takahashi
, p. 121 - 139 (2003)
Optimized geometries of NH-equatorial and NH-axial conformers of 5H-dibenz[b,f]azepine and CH-equatorial and CH-axial conformers of 5H-dibenzo[a,d]cyclohepten-5-ol have been obtained at the B3LYP and BLYP levels of the hybrid density functional theory with the 6-31G* and 6-31+G* basis sets. Corresponding ab initio calculations have also been performed at the HF/6-31G* level. For the investigated levels harmonic vibrational frequencies were calculated analytically. FT Raman (3200-200 cm-1) and infrared (3900-400 cm-1) spectra of 5H-dibenz[b,f]azepine and 5H-dibenzo[a,d]cyclohepten-5-ol have been recorded in the solid state and interpreted on a base of theoretical predictions.
Labilization of C-N linkages by dibenzocyclohepten 5 yl ring system
Maulding,Michaelis,Nazareno
, p. 1908 - 1914 (1974)
-
-
Childs,R.F. et al.
, p. 2175 - 2183 (1972)
-
Synthesis and Anti-Influenza Virus Effects of Novel Substituted Polycyclic Pyridone Derivatives Modified from Baloxavir
Chen, Dawei,Gao, Zhenxiong,Hou, Jinqiang,Jiang, Yuyang,Tang, Lin,Wu, Weibin,Yan, Haiyan,Zhang, Cunlong
supporting information, p. 14465 - 14476 (2021/10/12)
In this work, a series of novel substituted polycyclic pyridone derivatives were designed and synthesized as potent anti-influenza agents. The cytopathic effect (CPE) assay and cytotoxicity assay indicated that all of the compounds possessed potent anti-influenza virus activity and relatively low cytotoxicity; some of them inhibited the replication of influenza A virus (IAV) at picomolar concentrations. Further studies revealed that, at a concentration of 3 nM, three compounds (10a, 10d, and 10g) could significantly reduce the M2 RNA amounts and M2 protein expression of IAV and inhibit the activity of RNA-dependent RNA polymerase (RdRp). Among them, (R)-12-(5H-dibenzo[a,d][7]annulen-5-yl)-7-hydroxy-3,4,12,12a-tetrahydro-1H-[1,4]oxazino[3,4-c]pyrido[2,1-f][1,2,4]triazine-6,8-dione (10a) was found to be a promising anti-influenza drug candidate with good human liver microsomal stability, as well as with better selectivity index and oral bioavailability than Baloxavir.
Zinc(II)-catalyzed addition of grignard reagents to ketones
Hatano, Manabu,Ito, Orie,Suzuki, Shinji,Ishihara, Kazuaki
scheme or table, p. 5008 - 5016 (2010/10/04)
(Figure presented) The addition of organometallic reagents to carbonyl compounds has become a versatile method for synthesizing tertiary and secondary alcohols via carbon-carbon bond formation. However, due to the lack of good nucleophilicity or the presence of strong basicity of organometallic reagents, the efficient synthesis of tertiary alcohols from ketones has been particularly difficult and, thus, limited. We recently developed highly efficient catalytic alkylation and arylation reactions to ketones with Grignard reagents (RMgX: R = alkyl, aryl; X = Cl, Br, I) using ZnCl2, Me3SiCH 2MgCl, and LiCl, which effectively minimize problematic side reactions. In principle, RMgBr and RMgI are less reactive than RMgCl for the addition to carbonyl compounds. Therefore, this novel method with homogeneous catalytic ZnCl2·Me3SiCH2MgCl·LiCl is quite attractive, since RMgBr and RMgI, which are easily prepared and/or commercially available, like RMgCl, can be applied successfully. As well as ketones and aldehydes, aldimines were effectively applied to this catalysis, and the corresponding secondary amines were obtained in high yield. With regard to mechanistic details concerning β-silyl effect and salt effect, in situ-prepared [R(Me3SiCH2)2Zn] -[Li]+[MgX2]m[LiCl]n (X = Cl/Br/I) is speculated to be a key catalytic reagent to promote the reaction effectively. The simplicity of this reliable ZnCl2·Me 3SiCH2MgCl·LiCl system in the addition of Grignard reagents to carbonyl compounds might be attractive for industrial as well as academic applications.