57506-64-6Relevant academic research and scientific papers
Access to Polycyclic Thienoindolines via Formal [2+2+1] Cyclization of Alkynyl Indoles with S8and K2S
Ma, Jinhui,Luo, Jiajun,Jiang, Kai,Zhang, Guangwen,Liu, Shubin,Yin, Biaolin
, p. 8033 - 8038 (2021/10/25)
The syntheses of polycyclic thienoindolines bearing a dihydrothiophene or tetrahydrothiophene subunit have not been reported, despite the fact that such compounds may have interesting medicinal properties. Herein, we report a protocol for accessing polycyclic dihydrothiophenes by means of formal [2+2+1] intramolecular dearomatizing cyclization of alkynyl indoles with K2S and S8 as the sources of sulfide. In addition, tetrahydrothienoindolines were stereoselectively synthesized via a one-pot, two-step protocol involving AgNO3-catalyzed alkenyl dearomatization followed by two nucleophilic addition reactions involving K2S.
Allosteric functional switch of neurokinin A-mediated signaling at the neurokinin NK2 receptor: Structural exploration
Valant, Céline,Maillet, Emeline,Bourguignon, Jean-Jacques,Bucher, Bernard,Utard, Valérie,Galzi, Jean-Luc,Hibert, Marcel
experimental part, p. 5999 - 6011 (2010/03/24)
The neurokinin NK2 receptor is known to pre-exist in equilibrium between at least three states: restinginactive, calcium-triggering, and cAMP-producing. Its endogeneous ligand, NKA, mainly induces the calcium response. Using a FRET-based assay, we have previously discovered an allosteric modulator of the NK2 receptor that has the unique ability to discriminate among the two signaling pathways: calcium-signaling is not affected while cAMP signaling is significantly decreased. A series of compounds have been prepared and studied in order to better understand the structural determinants of this allosteric functional switch of a GPCR. Most of them display the same allosteric profile, with smooth pharmacomodulation. One compound however exhibits significantly improved modulatory properties of NKA induced signaling when compared to the original modulator. 2009 American Chemical Society.
Highly enantioselective synthesis of tetrahydro-β-carbolines and tetrahydro-γ-carbolines via Pd-catalyzed intramolecular allylic alkylation
Bandini, Marco,Melloni, Alfonso,Piccinelli, Fabio,Sinisi, Riccardo,Tommasi, Simona,Umani-Ronchi, Achille
, p. 1424 - 1425 (2007/10/03)
A novel Pd-catalyzed intramolecular allylic alkylation of indoles allows THBCs and THGCs to be effectively synthesized in high yields and excellent enantiomeric excesses (ee up to 97%). Copyright
Synthesis of highly functionalised spiro-indoles by a halogen atom transfer radical cyclization
Stevens, Christian V.,Van Meenen, Ellen,Eeckhout, Yves,Vanderhoydonck, Bart,Hooghe, Wim
, p. 4827 - 4829 (2008/01/27)
The halogen atom transfer radical cyclization (HATRC) has been evaluated on N-(indolylmethyl)trichloroacetamides under Cu(I)Cl catalysis using nitrogen containing ligands. The ring closure leads to the formation of 3,3-spiro-3H-indoles in moderate to good
Indole derivatives with antimycobacterial activity
Mahboobi,Grothus,Meindl
, p. 105 - 114 (2007/10/02)
1,3-Dinitro-2-(indol-3'-yl)-propanes 3 are synthesized by Michael reaction of nitromethane with the indolylnitroethenes 2. - Reaction of the aldehydes 4 and 10 with the benzylamines 12 as well as the reaction of the indolylalkylamines 6a and 9a with the benzaldehydes 11 lead to Schiff bases which are reduced to N-benzyl-(indol-3-ylmethyl)-amines 13 and N-benzyl-(indol-3-ylethyl)-amines 14, respectively; tert amines 16 are synthesized via the formamides 15, amines 18 are prepared according to Mannich. - Inhibitory effects on Mycobacterium tuberculosis H 37 Ra are investigated, a structure-activity relationship is discussed.
Mannich Reactions Of Indoles With Dichloromethane And Secondary Amines Under High Pressure
Matsumoto, Kiyoshi,Uchida, Takane,Hashimoto, Shiro,Yonezawa, Yukie,Iida, Hirokazu,et al.
, p. 2215 - 2220 (2007/10/02)
Mannich reactions of indole with dichloromethane and secondary amines gave the corresponding Mannich bases in moderate to good yields, while 2-methylindole afforded only low yields of the Mannich bases.Some limitations were observed in the cases of hinder
