289498-45-9Relevant academic research and scientific papers
Ru(II)-catalyzed β-carboline directed C-H arylation and isolation of its cycloruthenated intermediates
Rajkumar, Subramani,Karthik, Shanmugam,Gandhi, Thirumanavelan
, p. 5532 - 5545 (2015/06/16)
A Ru(II)-catalyzed C-H arylation approach has been developed utilizing β-carboline alkaloids as the directing group. Selective formations of diarylated products from moderate to excellent yields were accomplished. Broad substrate scope with excellent functional group tolerance for C1-phenyl/thienyl/PAHs-β-carbolines was demonstrated. X-ray crystal structure of cycloruthenated complex 2cr and no arylation reaction with model substrate 13 strongly suggests that N2 is the directing group than N9 in C1-aryl-β-carbolines. Catalytic properties and stability of the cycloruthenated complexes have been explored. Library of biologically relevant new β-carboline derivatives and isolation of its cycloruthenated intermediates are the highlights of this work.
Reaction of 1-substituted tetrahydro-β-carbolines with activated alkynes - A new original approach to the synthesis of tetrahydroazocino[5,4-b] indoles
Voskressensky,Borisova,Kulikova,Dolgova,Kleimenov,Sorokina,Titov,Varlamov
, p. 587 - 598 (2008/12/21)
The transformations of 1-substituted tetrahydro-β-carbolines by the action of activated alkynes were studied. The action of dimethyl acetylenedicarboxylate in methanol gives products of the opening of the tetrahydropyridine fragment, namely, 2-methoxyalkylindoles. The action of ethyl propiolate in ethanol and of tosylacetylene in methanol gives mixtures of azocino[5,4-b]indoles and 2-alkoxyindoles. The action of ethyl propiolate in acetonitrile gives azocinoindoles.
Synthesis of 2-acyltetrahydro-β-carbolines by an intramolecular α- amidoalkylation reaction
Venkov, Atanas P.,Boyadjieva, Atanaska K.
, p. 487 - 494 (2007/10/03)
2-Acyltetrahydro-β-carbolines 7 have been obtained by cyclization of adducts 5 from imines 3 of tryptamine 1 and aldehydes 2 with acyl chlorides 4 as a result of an intramolecular α-amidoalkylation reaction in the presence of bases as N,N-dimethylaniline or Et3N.
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.
