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Proline Analogues in Drug Design: Current Trends and Future Prospects.
J Med Chem
November 2024
Enamine Ltd., Winston Churchill Street 78, 02094 Kyiv, Ukraine.
Proline analogues are versatile chemical building blocks that enable modular construction of small-molecule drugs and pharmaceutical peptides. Over the past 15 years, the FDA has approved over 15 drugs containing proline analogues in their structures, five in the last three years alone (daridorexant, trofinetide, nirmatrelvir, rezafungin, danicopan). This perspective offers an analysis of the most common types of proline analogues currently trending in drug design.
View Article and Find Full Text PDFMetal-Free Electrocatalytic Synthesis of Fused Azabicycles from -Allyl Enamine Carboxylates.
Org Lett
April 2024
Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur 741246, West Bengal, India.
An electrocatalytic approach to access structurally significant azabicyclic scaffolds from -allyl enamine carboxylates is illustrated. This metal-free method functions exclusively with a catalytic amount of iodide, strategically employed to electrochemically generate a reactive hypervalent iodine species, which facilitates the cascade bicyclization processes with enhanced precision and efficiency. Excellent functional group compatibility was observed, enabling the synthesis of a series of azabicycle derivatives.
View Article and Find Full Text PDFSolution to bridged bicyclic molecule NMR challenge.
Anal Bioanal Chem
April 2024
Taras Shevchenko National University of Kyiv, Volodymyrska Str. 64, Kyiv, 01601, Ukraine.
Organocatalytic Decarboxylative Borylation of Cyclopropane -Hydroxyphthalimide Esters.
J Org Chem
February 2024
Enamine Ltd. (www.enamine.net), Winston Churchill Street 78, Kyïv 02094, Ukraine.
A convenient protocol for the two-step organocatalytic decarboxylative borylation of 1,1-disubstituted, 1,2-disubstituted, and bicyclic cyclopropane carboxylic acids via the corresponding -hydroxyphthalimide esters is described, using -butyl or ethyl isonicotinate as an inexpensive and readily available catalyst. The scope of the method was demonstrated, being limited mainly by electron-poor substrates. The reaction sequence showed good scalability (up to 51.
View Article and Find Full Text PDFPhotosensitization enables Pauson-Khand-type reactions with nitrenes.
Science
February 2024
RWTH Aachen University, Institute of Organic Chemistry, Landoltweg 1, D-52074 Aachen, Germany.
The Pauson-Khand reaction has in the past 50 years become one of the most common cycloaddition reactions in chemistry. Coupling two unsaturated bonds with carbon monoxide, the transformation remains limited to CO as a C building block. Herein we report analogous cycloaddition reactions with nitrenes as an N unit.
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