Transition Metal Catalyzed Transformations and New Synthetic Routes to Bioactive Molecules

Midya, Ganesh Chandra (2014) Transition Metal Catalyzed Transformations and New Synthetic Routes to Bioactive Molecules. PhD thesis, Indian Institute of Science Education and Research Kolkata.

PDF (PhD thesis of Ganesh Chandra Midya) gcm_thesis_final.pdf - Submitted Version Restricted to Repository staff only Download (4MB)

Abstract

Development of novel and sustainable synthetic methods is one of the key paradigms of organic chemistry. Recently iron-based catalytic systems have generated significant growing interests because iron salts are inexpensive and readily available.1–4 We recently developed iron catalysed dimerization of terminal aryl alkynes to give E-selective enynes and this method was further applied for the synthesis of a DNA binding indole enyne with potent anticancer activities. We found that KOtBu in the presence of organocatalyst can also be used for the synthesis of conjugate enynes without using any metal catalyst. We also developed a mild protocol for the hydrolysis of nitriles to give the corresponding amides using KOtBu. Enynes and amides are present in numerous natural products and pharmaceutically active compounds. This thesis also utilizes Pd catalyzed C-H activation to synthesize bis-indole derivatives. Indole ring system is one of the most important biologically active scaffolds which can bind to DNA and other receptors.

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