@article {42897, title = {Solution-phase synthesis of the macrocyclic core of teixobactin}, journal = {European Journal of Organic Chemistry}, volume = {25}, year = {2016}, month = {SEP}, pages = {4289-4293}, abstract = {

Towards the total chemical synthesis of the exceptionally potent antibiotic teixobactin, we synthesized the macrocyclic core of a natural product by using a solution-phase approach. The gramscale synthesis of L-allo-enduracididine and Shiina macrolactonization are highlights of the present disclosure.

}, author = {Dhara, Santu and Gunjal, Vidya B. and Handore, Kishor L. and Reddy, D. Srinivasa} } @article {49723, title = {Scalable and sustainable reductive amidation of nitroarenes, nitroalkenes, and nitroalkyls with acyl saccharins in aqueous media}, journal = {Communications Chemistry}, volume = {8}, year = {2025}, month = {JUN}, pages = {184}, type = {Article}, abstract = {

Amide bond formation is essential in both organic and medicinal chemistry, however, most existing methods present poor ecological efficiency. Here, we report a scalable and sustainable method for synthesizing N-substituted amides from nitroarenes, nitroalkenes, nitroalkyls, and acyl saccharin in aqueous media. This atom-efficient approach avoids column chromatography, offers high yield, and is compatible with various functional groups. It is applicable to synthesize Dispyrin, a bromopyrrole alkaloid, amide-based drugs, and agrochemicals, including paracetamol, with solvent and saccharin recycling. A comprehensive Life Cycle Assessment (LCA; ISO 14044) was conducted to evaluate the environmental impacts and sustainability of nine Active Pharmaceutical Ingredients (APIs) produced via Amidation Route (AR) and Saccharin Amidation Route (SAR). The study shows SAR methods reduce carbon footprints and environmental impacts compared to AR methods, being carbon-negative and resource-efficient. Additional reductions can be achieved through saccharin recycling and the integration of renewable energy sources, demonstrating saccharin-based processes potential to minimize environmental burdens in pharmaceutical synthesis.

}, issn = {2399-3669}, doi = {10.1038/s42004-025-01464-8}, author = {Khamkar, Sunil L. and Mohan, Rayala and Santhosh, J. and Shinde, Harish M. and Handore, Kishor L. and Mohan, S. Venkata and Reddy, D. Srinivasa} } @article {49509, title = {Stereoselective strategies for the synthesis of functionalized cis-hydrindanes in natural product synthesis}, journal = {European Journal of Organic Chemistry}, volume = {28}, year = {2025}, month = {APR}, type = {Review}, abstract = {

The cis-hydrindane motif is a bicyclic structure commonly found in many natural products that exhibit significant biological activity. This structural feature is present in a variety of bioactive compounds, particularly terpenoids, steroids, and alkaloids, which are known for their therapeutic potential, including anti-inflammatory, antimicrobial, antiviral, and anticancer properties. Due to its prevalence and biological relevance, the cis-hydrindane framework has attracted considerable attention from synthetic chemists, who have devoted substantial effort toward developing efficient and diverse methods for constructing this important motif. Many of the synthesized cis-hydrindane compounds have been used as key intermediates or building blocks in the total synthesis of complex natural products. This review provides an overview of strategic approaches for synthesizing functionalized cis-hydrindanes and its derivatives from 2000 to the present day, focusing on their application in natural product synthesis. By examining the diverse methods and their impact on natural product synthesis, this review will underscore the enduring importance of the cis-hydrindane framework in both synthetic organic chemistry and medicinal chemistry.

}, keywords = {annulation, Cis-hydrindane, Diel-Alder reaction, Natural products, Total synthesis}, issn = {1434-193X}, doi = {10.1002/ejoc.202500006}, author = {Survase, Vijayanand U. and Handore, Kishor L.} } @article {49854, title = {Synthesis of Readily Modifiable Amides from Aldehydes via an Organocatalytic Approach Using a CTAB Surfactant}, journal = {Journal of Organic Chemistry}, volume = {90}, year = {2025}, month = {AUG }, pages = {11288-11300}, type = {Article}, abstract = {

A simple and efficient organocatalytic method has been developed to access {\textquoteleft}{\textquoteleft}readily modifiable{\textquoteright}{\textquoteright} amides, including bench-stable N-acyl saccharin and various activated amides, from aldehydes by using CTAB- t BuOOH. A wide range of aromatic and aliphatic acyl saccharin are obtained from their respective aldehydes with moderate to good yields. The approach can be similarly applied toward the formation of N-acyl imidazole, N-acyl benzimidazole, N-methoxy-N-methylamide (Weinreb amide), N-ethyl-N-phenylbenzamide, N-acyl morpholine, N-acyl valerolactam, and N-acyl caprolactam. These compounds are frequently applied as reagents in organic transformations, including acyl coupling, decarbonylative coupling, radical coupling, and coupling that is free from transition metals, enabling the synthesis of new C-C, C-N, C-O, C-S, C-P, and C-B bonds.

}, issn = {0022-3263}, doi = {10.1021/acs.joc.5c01290}, author = {Akhade, Akshay M. and Rokade, Avinash D. and Handore, Kishor L.} }