Synthesis of N-Substituted Thiazacycloalkanes by Cyclothiomethylation of Primary Aliphatic Amines and Amino Derivatives of Maleopimaric Acid

The reaction of electrophilic reagents with the 5-substituted 5H-dibenzo[a,d]cycloheptene derivatives (13a–e) and with their 10,11-dihydro analogues (19a–b) occurs with transannular participation of the 5-substituent to yield derivatives of 10,11-dihydro-10,5-(epoxymethano)-5H-dibenzo[a,d]cycloheptene. The epimeric 10,11-dihydro-10-hydroxy-5H-dibenzo[a,d]cycloheptene-5-carboxamides (22, 23) are described. The syn-hydroxy isomer 22 is readily transformed to the lactone 16c under neutral conditions whereas the anti isomer 23 requires acid catalysis for this conversion. Treatment of anti-11-bromo-10,11-dihydro-10,5-(epoxymethano)-5H-dibenzo[a,d]cyclohepten-13-one (16b) with ammonia or primary aliphatic amines gives the epoxyamides 21a–d which can react with secondary aliphatic amines to give the anti-11-dialkylamino-10,11-dihydro-10,5-(epoxymethano)-5H-dibenzo[a,d]cyclohepten-13-ones (25a–d). The epimeric syn-11-dialkylamino compounds 24a–e are obtained from the interaction of 16b with secondary aliphatic amines. The nuclear magnetic resonance spectra of the products are tabulated.

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Octahedral cobalt(III) complexes of the chloropentammine type. Part V. The preparation and properties of some co-ordination compounds of cobalt(III) containing halogen derivatives of primary aliphatic amines as ligands

Journal of the Chemical Society A Inorganic Physical Theoretical ◽

10.1039/j19660000760 ◽

1966 ◽

pp. 760 ◽

Cited By ~ 4

Author(s):

S. C. Chan ◽

F. Leh

Keyword(s):

Aliphatic Amines ◽

Derivatives Of ◽

Primary Aliphatic Amines

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Exogenous Directing Group Free, Ligand-Enabled gamma-C(sp3)–H Arylation of Free Primary Aliphatic Amines and α-Amino Esters

10.26434/chemrxiv.11301017 ◽

2019 ◽

Author(s):

Yongzheng Ding ◽

Shuai Fan ◽

Xiaoxi Chen ◽

yuzhen gao ◽

Gang Li

Keyword(s):

Amino Acids ◽

Large Scale ◽

Free Ligand ◽

Aliphatic Amines ◽

Rapid Synthesis ◽

Amino Esters ◽

Directing Group ◽

Large Scale Synthesis ◽

Primary Aliphatic Amines

A Pdᴵᴵ-catalyzed, ligand-enabled gamma-C(sp3)–H arylation of free primary aliphatic amines and amino esters without using an exogenous directing group is reported. This reaction is compatible with unhindered free aliphatic amines, and it is also be applicable to the rapid synthesis of biologically and synthetically valuable unnatural α-amino acids. Large scale synthesis is also feasible using this method.<br>

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Synthesis, Docking Studies into CDK-2 and Anticancer Activity of New Derivatives Based Pyrimidine Scaffold and Their Derived Glycosides

Mini-Reviews in Medicinal Chemistry ◽

10.2174/1389557519666190312165717 ◽

2019 ◽

Vol 19 (13) ◽

pp. 1093-1110 ◽

Cited By ~ 5

Author(s):

Adel A.H. Abdel Rahman ◽

Ibrahim F. Nassar ◽

Amira K.F. Shaban ◽

Dina S. EL-Kady ◽

Hanem M. Awad ◽

...

Keyword(s):

Anticancer Activity ◽

Human Liver ◽

Docking Studies ◽

Cyclin Dependent Kinase ◽

Binding Interaction ◽

Enzyme Active Site ◽

Human Liver Cancer ◽

Amino Derivatives ◽

Activity Behavior ◽

Derivatives Of

Background & Objective:New diaryl-substituted pyrimidinedione compounds, their thioxo derivatives as well as their bicyclic thiazole compounds were synthesized and characterized.Methods:The glycosylamino derivatives of the synthesized disubstituted derivatives of the pyrimidine scaffold were also prepared via reaction of the N3-amino derivatives with a number of monosaccharides followed by acetylation.Results:The anticancer activity of the synthesized compounds was studied against human liver cancer (HepG2) and RPE-1cell lines. Compounds 2a, 2b, 3a and 12 showed potent activities with IC50 results comparable to that of doxorubicin.Conclusion:Docking investigations into Cyclin-dependent kinase 2 (CDK-2) enzyme, a potential target for cancer medication, were also reported showing the possible binding interaction into the enzyme active site to support their activity behavior.

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Thermal cyclocondensations of 3-N(4- and 5-benzimidazolyl and benztriazolyl)amino derivatives of 2-propenoic acid

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19872918 ◽

1987 ◽

Vol 52 (12) ◽

pp. 2918-2925 ◽

Cited By ~ 10

Author(s):

Viktor Milata ◽

Dušan Ilavský

Keyword(s):

Uv Spectra ◽

Propenoic Acid ◽

Amino Derivatives ◽

Derivatives Of ◽

C Nmr ◽

Ir And Uv Spectra

The cyclization of 3-N(4- and 5-benzimidazolyl and benztriazolyl)amino-2-cyano- and 2-ethoxycarbonyl-2-propenoate esters Ia, b-IVa, b under the conditions of the Gould-Jacobs reaction leads to angularly ring-fused substituted imidazo or triazolo[4,5-f] (V, VI) and [4,5-h] (VII, VIII) quinolines, respectively. The esters Vb-VIIIb have been transformed into the corresponding chloroderivatives Vc-VIIIc. 3-N(5-Benzimidazolyl and 5-benztriazolyl)amino-2-cyano-2-propenenitriles are cyclized in the presence of aluminium(III) chloride to give the aminoquinolines Vd, VId. The structure of the products has been characterized by their 1H, 13C NMR, IR, and UV spectra.

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