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1, 3- Dipolar Cycloaddition Reactions of Azomethine Ylides of Ninhydrin with Chalcones and Investigation of Asymmetric Addition of TMSCN to Imines
,
M.Sc. Thesis
Sharif University of Technology
;
Saidi, Mohammad Reza
(Supervisor)
;
Jadidi, Khosrow
(Supervisor)
;
Mehrdad, Morteza
(Co-Advisor)
Abstract
Part 1
1,3-dipolar cycloaddition reactions offer convenient routes for the construction of a variety of five-membered heterocycles. This thesis represents a simple synthetic method via 1,3-dipolar cycloaddition reaction to prepare a novel class of spiro pyrrolidines and spiro pyrrolizidines which exhibit many biological activities. Non-stabilized azomethine ylides which generated in situ by the decarboxylative condensation of ninhydrin with proline and sarcosine were used as a 1,3-dipoles. On the other hand, chalcone and its derivatives with an impressive array of pharmacological activities were the dipolarophiles in these reactions. The reactions were carried out through reflax...
1,3-dipolar cycloaddition reactions offer convenient routes for the construction of a variety of five-membered heterocycles. This thesis represents a simple synthetic method via 1,3-dipolar cycloaddition reaction to prepare a novel class of spiro pyrrolidines and spiro pyrrolizidines which exhibit many biological activities. Non-stabilized azomethine ylides which generated in situ by the decarboxylative condensation of ninhydrin with proline and sarcosine were used as a 1,3-dipoles. On the other hand, chalcone and its derivatives with an impressive array of pharmacological activities were the dipolarophiles in these reactions. The reactions were carried out through reflax...
, M.Sc. Thesis Sharif University of Technology ; Matloubi Moghaddam, Firouz (Supervisor)
Abstract
Fused pyrimidines have attracted considerable attention recently in synthetic organic chemistry because of their wide range of biological activities pharmaceutical, therapeutic properties, antibacterial, antiviral, antitumor, and anti-inflammatory activities. We have reported a new and efficient synthesis of dihydro and tetrahydro pyrimidines fused to 2H-chromen-2-oneand cyclohex-2-enone and pyrimidine fused to uracil via two component reaction of 4-amino-2H-chromen-2-one, 3-aminocyclohex-2-enone and6-aminouracilto 1-aryl-N,N'-bis(arylmethylene)methanediaminein the present of iodine as catalyst.Molecular iodine has received considerable attention in the last few years due to inexpensive,...
Synthesis of Pyrimidine Derivatives Fused to Pyrazol Ring Using Iodine-Catalyzed Two Component Reaction & Synthesis and Application of Magnetic Nickel Ferrite Nanoparticles in the C-N Bond Formation
, M.Sc. Thesis Sharif University of Technology ; Matloubi Moghadam, Firouz (Supervisor)
Abstract
The fused pyrimidine rings have many biological applications such as antibacterial, antiviral, antitumor and anti-inflammation activity. Therefore, their synthesis has attracted many attentions. In this thesis, the synthesis of fused pyrazolopyrimidine rings through two component reaction catalyzed by iodine was investigated. In this reaction, iodine is used to active the imine bond. Low toxicity, availability, low cost and stability to air are some benefits of iodine as a Lewis acid leading to widespread application of I2 in many different organic transformation. Mild reaction conditions, high yields and lower reaction times are among the main advantage of these reactions.
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