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Your search keyword '"Jayaraman, Aravindan"' showing total 15 results
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15 results on '"Jayaraman, Aravindan"'

1. Synthesis of Chiral 1,2-Amino Alcohol-Containing Compounds Utilizing Ruthenium-Catalyzed Asymmetric Transfer Hydrogenation of Unprotected α‑Ketoamines.

Author

Mangunuru, Hari P. R., Terrab, Leila, Janganati, Venumadhav, Kalikinidi, Nageswara Rao, Tenneti, Srinivasarao, Natarajan, Vasudevan, Shada, Arun D. R., Naini, Santhosh Reddy, Gajula, Praveen, Lee, Daniel, Samankumara, Lalith P., Mamunooru, Manasa, Jayaraman, Aravindan, Sahani, Rajkumar Lalji, Yin, Jinya, Hewa-Rahinduwage, Chathuranga C., Gangu, Aravind, Chen, Anji, Wang, Zhirui, and Desai, Bimbisar

Published
2024
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2. Synthesis of Chiral 1,2-Amino Alcohol-Containing Compounds Utilizing Ruthenium-Catalyzed Asymmetric Transfer Hydrogenation of Unprotected a-Ketoamines

Author

Mangunuru, Hari P. R., Terrab, Leila, Janganati, Venumadhav, Kalikinidi, Nageswara Rao, Tenneti, Srinivasarao, Natarajan, Vasudevan, Shada, Arun D. R., Naini, Santhosh Reddy, Gajula, Praveen, Lee, Daniel, Samankumara, Lalith P., Mamunooru, Manasa, Jayaraman, Aravindan, Sahani, Rajkumar Lalji, Yin, Jinya, Hewa-Rahinduwage, Chathuranga C., Gangu, Aravind, Chen, Anji, Wang, Zhirui, Desai, Bimbisar, Yue, Tai Y., Wannere, Chaitanya S., Armstrong, Joseph D., Donsbach, Kai O., Sirasani, Gopal, Gupton, B. Frank, Qu, Bo, and Senanayake, Chris H.

Abstract

Herein, we disclose a facile synthetic strategy to access an important class of drug molecules that contain chiral 1,2-amino alcohol functionality utilizing highly effective ruthenium-catalyzed asymmetric transfer hydrogenation of unprotected a-ketoamines. Recently, the COVID-19 pandemic has caused a crisis of shortage of many important drugs, especially norepinephrine and epinephrine, for the treatment of anaphylaxis and hypotension because of the increased demand. Unfortunately, the existing technologies are not fulfilling the worldwide requirement due to the existing lengthy synthetic protocols that require additional protection and deprotection steps. We identified a facile synthetic protocol via a highly enantioselective one-step process for epinephrine and a two-step process for norepinephrine starting from unprotected a-ketoamines 1band 1a, respectively. This newly developed enantioselective ruthenium-catalyzed asymmetric transfer hydrogenation was extended to the synthesis of many 1,2-amino alcohol-containing drug molecules such as phenylephrine, denopamine, norbudrine, and levisoprenaline, with enantioselectivities of >99% ee and high isolated yields.

Published
2024
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6. Identification of Transthyretin Tetramer Kinetic Stabilizers That Are Capable of Inhibiting the Retinol-Dependent Retinol Binding Protein 4-Transthyretin Interaction: Potential Novel Therapeutics for Macular Degeneration, Transthyretin Amyloidosis, and Their Common Age-Related Comorbidities

Author

Cioffi, Christopher L., primary, Raja, Arun, additional, Muthuraman, Parthasarathy, additional, Jayaraman, Aravindan, additional, Jayakumar, Srinivasan, additional, Varadi, Andras, additional, Racz, Boglarka, additional, and Petrukhin, Konstantin, additional

Published
2021
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14. Amides Activation: Transition Metal‐Free Coupling Between CNActivated Amides and Enolizable Amides

Author

Joseph, Devaneyan, Oh, Min Seok, Jayaraman, Aravindan, and Lee, Sunwoo

Abstract

Transition metal‐free Claisen‐type condensation between two different amides was developed. N‐phenyl‐N‐tosylbenzamide derivatives reacted with enolizable amides such as N‐methyl pyrrolidinone and N,N‐dimethyl acetamide in the presence of NaHMDS to give their corresponding β‐ketoamides with moderate‐to‐good yields. Two different amides reacted in the presence of NaHMDS to provide the corresponding β‐ketoamides.

Published
2021
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15. Metal-Free Decarboxylative Trichlorination of Alkynyl Carboxylic Acids: Synthesis of Trichloromethyl Ketones.

Author

Jayaraman, Aravindan, Cho, Eunjeong, Irudayanathan, Francis Mariaraj, Kim, Jimin, and Lee, Sunwoo

Subjects
*CARBOXYLIC acids, *CHEMICAL synthesis, *CHLORINATION, *METHYL ketones, *DECARBOXYLATION, *TEMPERATURE effect, *CHEMICAL yield
Abstract

2,2,2-Trichloroacetophenone derivatives were synthesized via decarboxylative trichlorination from arylpropiolic acids and trichloroisocyanuric acid (TCCA). The reaction was performed in the presence of water at room temperature, and the desired products were obtained in good yields. The reaction showed good functional group tolerance towards halide, cyano, nitro, ketone, ester and aldehyde groups. In addition, the 2,2,2-trichloroacetophenone derivatives were readily transformed into esters, amides, and hydrazides. Based on experiments with H218O (water-18O), we proposed a cationic reaction pathway as the mechanism and suggested two different pathways for producing aryl- and alkyl-substituted propiolic acids. [ABSTRACT FROM AUTHOR]

Published
2018
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