Acid/Base Mediated Conjugate AdditionAromatization/Rearrangement: Concise Synthesis of Diarylmethanes, Diarylpropanes, 2-Arylindoles and Chromanes

Sreenivas, Kukkamudi and Khan, Faiz Ahmed (2019) Acid/Base Mediated Conjugate AdditionAromatization/Rearrangement: Concise Synthesis of Diarylmethanes, Diarylpropanes, 2-Arylindoles and Chromanes. PhD thesis, Indian institute of technology Hyderabad.

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Abstract

In organic synthesis, norbornyl derivatives are one of the most important building blocks for the synthesis of various natural products, unnatural products as well as aesthetically pleasing molecules. In the recent past, we have reported α-diketones from tetrahalo norbornyl derivative by employing the efficient recyclable ruthenium catalytic oxidation (Ru-LDH: RuCl3.3H2O immobilized onto layered double hydroxide, LDH). These α-diketone derivatives are well explored for the synthesis of various natural products as well as pharmaceutically vital substances. They were utilized to synthesize the bridge lactones or bis γ-lactone or diesters by employing alkaline hydrogen peroxide cleavage strategy. In addition, a novel synthesis of functionalized pentenomycins starting from α-diketone derivatives was reported in our group. Moreover, we disclosed a new route for the synthesis of spirocyclic lactams and also a variety of norbornyl α-diketones were transformed into corresponding strained oxa-bridged compounds.

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