Highly modular assembly of cationic helical scaffolds: rapid synthesis of diverse helquats via differential quaternization
摘要:
A protocol for rapid and highly modular assembly of a diverse set of helquats is described. From a common bis-isoquinoline precursor, two successive distinct pyridine-type nitrogen quaternizations followed by rhodium-catalyzed [2+2+2] cycloaddition afford non-symmetric [7]helquats. This route allows for straightforward molecular editing of cationic helical skeletons as exemplified by the synthesis of 15 different [5]-, [6]-, and [7]helquats. (C) 2010 Elsevier Ltd. All rights reserved.
Helquats: A Facile, Modular, Scalable Route to Novel Helical Dications
作者:Louis Adriaenssens、Lukáš Severa、Tereza Šálová、Ivana Císařová、Radek Pohl、David Šaman、Silvia V. Rocha、Nathaniel S. Finney、Lubomír Pospíšil、Petr Slavíček、Filip Teplý
DOI:10.1002/chem.200801904
日期:2009.1.19
As easy as one, two, three: Relying on a facile [2+2+2]‐cycloisomerization strategy, we have developed a robust three‐step synthetic entry into a novel family of helical extended diquats (helquats). The key metal‐catalyzed step proceeds in water under aerobic conditions to produce a water‐soluble, blue fluorophore (picture; TfO=triflate). The electrochemical manifold of the parent helquat features
[EN] SUBSTITUTED ACETYLENE DERIVATIVES AND THEIR USE AS POSITIVE ALLOSTERIC MODULATORS OF MGLUR4<br/>[FR] DÉRIVÉS D'ACÉTYLÈNE SUBSTITUÉS ET LEUR UTILISATION À TITRE DE MODULATEURS ALLOSTÉRIQUES POSITIFS DU MGLUR4
申请人:MERCK PATENT GMBH
公开号:WO2014121883A1
公开(公告)日:2014-08-14
The present invention relates to novel acetylene derivatives as positive allosteric modulators for modulating metabotropic glutamate receptor subtype 4 (mGluR4) and/or altering glutamate level or glutamatergic signalling.
[EN] NOVEL HELQUATS, THEIR PRECURSORS AND METHOD OF PREPARATION THEREOF<br/>[FR] NOUVEAUX HELQUATS, LEURS PRÉCURSEURS ET PROCÉDÉ DE PRÉPARATION ASSOCIÉ
申请人:USTAV ORGANICKE CHEMIE A BIOCH
公开号:WO2010118711A2
公开(公告)日:2010-10-21
Described are new helquats of general.formula I, their precursors of general formula II and III and methods of their preparation from compound of. general formula IV, where symbols S12, S1`2`, T23, T2`3` , R1 , R 2, X- have the meaning defined in description and claims. According to this invention it is possible e.g. from one non-symmetric compound of general formula IV (tether S1,2 is different from tether S1`2`) and 10 different alkylation agents to prepare 100 various helquats of general1, formula I and 90 various helquats without repetition of the alkylation agent. From symmetric compound of general formula IV (tether S1,2 is the same as tether S1`2` ) and 10 different alkylation agents it is possible to prepare 55 various helquats of general formula I and 45 various helquats without repetition of the alkylation agent.