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The use of Dithiocarbamate, Rhodanine and Oxindoles for the Regio-, Stereo- and Diastereo-Selective Synthesis of Novel Organic Compounds

Aghamiri, Bagher | 2025

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  1. Type of Document: Ph.D. Dissertation
  2. Language: Farsi
  3. Document No: 58197 (03)
  4. University: Sharif University of Technology
  5. Department: Chemistry
  6. Advisor(s): Matloubi Moghaddam, Firouz
  7. Abstract:
  8. A series of innovative and efficient synthetic methods for the preparation of various derivatives of complex organic compounds have been introduced. These methods include one-step, multi-component, catalyzed ring-closing reactions, and kinetically controlled reactions, specifically designed for the synthesis of compounds with unique properties and potential medical applications. In these reactions, compounds such as rodanine-oxindole, dihydrospirocyclopentanebisoxindoles, thioxotiazolidine-indoline-2-ones, oxyindoline-carbamodithioate hybrids, and pyrrolo-pyrazol derivatives with oxindole structures and pharmaceutical potential have been synthesized. One of the prominent features of these methods is the use of multi-component reactions and one-step processes that not only reduce synthesis time and costs but also significantly simplify purification procedures. These reactions are typically carried out under mild conditions, without the need for complex steps or advanced equipment, and at room temperature or in gram-scale reactions. The use of green solvents such as polyethylene glycol, which is environmentally friendly, is another important feature of these protocols. In the synthesis of rodanine-oxindole derivatives, dihydrospirocyclopentanebisoxindoles, and other complex compounds, high yields and excellent regio- and diastereoselectivity have been observed. Additionally, a ring-closing method for the synthesis of thiocotiazolidine-indoline-2-ones and their base-catalyzed transformation to dihydrospirocyclopentanebisoxindoles has been introduced. One of the outstanding features of these methods is the ability to synthesize compounds with potential medical applications at an industrial scale. These processes are particularly suitable for application in the pharmaceutical industry, leading to the mass production of new and effective drugs. Furthermore, these protocols offer excellent regio- and diastereoselectivity, which enhances the accuracy and quality of the products. Simple and efficient purification, combined with one-step synthetic processes, are other significant advantages of these methods, making them highly suitable for industrial and commercial production
  9. Keywords:
  10. Rhodanine ; Oxindole ; Thioxotiazolidine-Indoline-2-Ones ; Dispirocyclopentanebisoxindoles ; Dithiocarbamate ; Multicomponent Reaction

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