Abstract
In organic synthesis, carbon-carbon bond formation is the fundamental transformation to create the carbon backbone of organic molecules and this key reaction is very popular in the improvement of organic chemistry, which exists at the bottom of the heart of the chemical sciences. The Baker- Venkataraman rearrangement has received great attention in the formation of 1,3-diketones through the regioselective construction of carboncarbon bonds. This rearrangement is an important type of chemical transformation in which the intramolecular migration of the ester acyl group takes place to provide 1,3-diketones in the presence of the base. Generally, 1,3-diketones or ortho-hydroxydibenzoylmethane derivatives undergo cyclization to provide the corresponding flavones in the presence of concentrated sulfuric acid. The Baker-Venkataraman rearrangement is frequently employed in the preparation of flavones and chromones. Besides, anthrapyran and anthracyclin antibiotics, benzopyrans, coumarins, xanthones, etc., are also synthesized with the help of these reactions. This review deals with the brilliant application of the Baker-Venkataraman rearrangement in the synthesis of promising organic compounds.
Keywords: C-C bond construction, Organic synthesis, Ester acyl migration, Natural products, O-heterocycles, Organic molecules.
Current Indian Science
Title:Applications of Baker-Venkataraman Rearrangement in the Synthesis of Promising Organic Molecules
Volume: 2
Author(s): Sasadhar Majhi*
Affiliation:
- Department of Chemistry (UG & PG Dept.), Triveni Devi Bhalotia College, Kazi Nazrul University, Raniganj, West Bengal-713347, India
Keywords: C-C bond construction, Organic synthesis, Ester acyl migration, Natural products, O-heterocycles, Organic molecules.
Abstract: In organic synthesis, carbon-carbon bond formation is the fundamental transformation to create the carbon backbone of organic molecules and this key reaction is very popular in the improvement of organic chemistry, which exists at the bottom of the heart of the chemical sciences. The Baker- Venkataraman rearrangement has received great attention in the formation of 1,3-diketones through the regioselective construction of carboncarbon bonds. This rearrangement is an important type of chemical transformation in which the intramolecular migration of the ester acyl group takes place to provide 1,3-diketones in the presence of the base. Generally, 1,3-diketones or ortho-hydroxydibenzoylmethane derivatives undergo cyclization to provide the corresponding flavones in the presence of concentrated sulfuric acid. The Baker-Venkataraman rearrangement is frequently employed in the preparation of flavones and chromones. Besides, anthrapyran and anthracyclin antibiotics, benzopyrans, coumarins, xanthones, etc., are also synthesized with the help of these reactions. This review deals with the brilliant application of the Baker-Venkataraman rearrangement in the synthesis of promising organic compounds.
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Cite this article as:
Majhi Sasadhar*, Applications of Baker-Venkataraman Rearrangement in the Synthesis of Promising Organic Molecules, Current Indian Science 2024; 2 : e2210299X320975 . https://dx.doi.org/10.2174/012210299X320975240612063326
DOI https://dx.doi.org/10.2174/012210299X320975240612063326 |
Print ISSN 2210-299X |
Publisher Name Bentham Science Publisher |
Online ISSN 2210-3007 |
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