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Synthetic Organic Chemistry

 

Heterocyclic Chemistry - Total Synthesis of Alkaloids

 

Some examples of synthetic methodology developed for biologically active alkaloids in my group:

 

A Formal Synthesis of Lavendamycin Methyl Ester and Nitramarine via Povarov Approach

S. Ramesh and R. Nagarajan, J. Org. Chem., 2013, 78, 545.

 

Total synthesis of anti-malarial alkaloids Calothrixin A & B:

N. Ramkumar and R. Nagarajan, J. Org. Chem., 2013, 78, 2802;

N. Ramkumar and R. Nagarajan, J. Org. Chem., 2014, 79, 736;

N. Ramkumar and R. Nagarajan, Org. Biomol. Chem., 2015, 13, 11046;

N. Ramkumar and R. Nagarajan, RSC Advances, 2015, 5, 87838.

 

First synthesis of bis(indolyl)methane alkaloids arsindoline A and B using low melting mixture

R. R. Jella and R. Nagarajan, Tetrahedron, 2013, 69, 10249.

 

First total synthesis of cytotoxic alkaloid Mansouramycin D employing imino annulation reaction as the key step

K. S. Prakash and R. Nagarajan, Org. Lett., 2014, 72, 3573.

 

The first synthesis of a bisindole alkaloid, Pseudellone C using protecting‐group free, economic and commercially available starting materials was achieved in 44 % overall yield.

P. P. Sathieshkumar, P. Latha and R. Nagarajan, Eur. J. Org. Chem., 2017, 3161.

 

A ligand-free, copper catalyzed Suzuki-Miyaura coupling route to synthesis of bisindole alkaloid Scalaridine A

G. Ranjani and R. Nagarajan, Org. Lett., 2017, 19, 3974.

 

First total synthesis of naturally rare dibromo 1-(indol-3-yl)carbazole alkaloid in two steps

G. Ranjani and R. Nagarajan, Org. Lett., 2019, 21, 675.

 

Metal-Free Cross-Dehydrogenative Coupling approach for the Synthesis of 1-indolyltetrahydro-β-carbolines with an application to the total synthesis of Eudistomin U, Isoeudistomin U and 19-Bromoisoeudistomin U

G. Ranjani and R. Nagarajan, Chem. Commun., 202157, 757.

 

First total synthesis of (±)-Oxoaplysinopsin B via Cascade approach

P. P. Sathieshkumar, M. D. A. Saibabu and R. Nagarajan, J. Org. Chem., 2021, 86, 3730.

 

 

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