1162-64-7Relevant academic research and scientific papers
Asymmetric Total Synthesis and Biological Evaluation of (+)-Cycloclavine
McCabe, Stephanie R.,Wipf, Peter
, p. 213 - 224 (2019)
The first total synthesis of natural (+)-cycloclavine uses a catalytic asymmetric cyclopropanation of allene, a regiospecific Pd-catalyzed enone formation, and two intramolecular Diels-Alder reactions for indole/indoline annulations. The binding properties of natural (+)- and unnatural (-)-cycloclavine on 16 CNS receptors revealed significant stereospecificity and unique binding profiles in comparison to LSD, psilocin, and DMT. Differential 5-HT affinities, as well as novel sigma1 receptor properties bode well for potential therapeutic developments of clavine alkaloid scaffolds.
Benzoannellated Fenestranes Bearing para-Terphenyl Units
Seifert, Monika,Barth, Dieter,Kuck, Dietmar
, p. 6435 - 6449 (2021/11/30)
The synthesis of several centrotriindanes bearing ortho-phenyl groups in the sterically constricted bay regions is described. The classical three-step sequence including twofold cyclodehydration of the corresponding 2,2-dibenzyl-1,3-indanediols afforded a
Synthesis and Structure of a Functionalized [9]Cycloparaphenylene Bearing Three Indeno[2,1-a]fluorene-11,12-dione-2,9-diyl Units
Li, Shuangjiang,Aljhdli, Merfat,Thakellapalli, Haresh,Farajidizaji, Behzad,Zhang, Yu,Akhmedov, Novruz G.,Milsmann, Carsten,Popp, Brian V.,Wang, Kung K.
supporting information, p. 4078 - 4081 (2017/08/15)
A synthetic pathway to a functionalized [9]cycloparaphenylene bearing three indeno[2,1-a]fluorene-11,12-dione-2,9-diyl units in the macrocyclic ring structure ([3]CIFO) has been developed. The 1H and 13C NMR spectra show that only the anti rotamer (anti-[3]CIFO) is produced. DFT calculations indicate that the anti rotamer is thermodynamically more stable than the syn rotamer by 4.3 kcal/mol, and the rotational barrier from the anti to syn rotamer is estimated to be 23.3 kcal/mol. The UV-vis and fluorescence spectra and cyclic voltammogram of anti-[3]CIFO were investigated.
(2,1-a)-Indenofluorene derivatives: Syntheses, X-ray structures, optical and electrochemical properties
Thirion, Damien,Poriel, Cyril,Rault-Berthelot, Joelle,Barriere, Frederic,Jeannin, Olivier
supporting information; experimental part, p. 13646 - 13658 (2011/02/27)
Two novel fluorophores based on the (2,1-a)-indenofluorenyl backbone, dispiro[fluorene-9,11'-indeno[2,1-a]fluorene-12',9''-fluorene], (2,1-a)-DSF-IF and 11,12-dihydroindeno[2,1-a]fluorene (2,1-a)-IF have been prepared through original and efficient synthe
4,7-Diphenylisobenzofuran: A useful intermediate for the construction of phenyl-substituted acenes
Rainbolt, James Eric,Miller, Glen P.
, p. 3020 - 3030 (2007/10/03)
(Chemical Equation Presented) The formation and subsequent reactivity of previously unknown 4,7-diphenylisobenzofuran, 5, is reported. The Diels-Alder reaction between 5 and p-benzoquinone in boiling glacial acetic acid yields an unprecedented exo,exo ant
