Louis de LescureColorado State University | CSU · Department of Chemistry
Louis de Lescure
Bachelor of Science
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Publications (6)
Structure–activity relationship (SAR) studies are fundamental to drug and agrochemical development, yet only a few synthetic strategies apply to the nitrogen heteroaromatics frequently encountered in small molecule candidates1–3. Here we present an alternative approach in which we convert pyrimidine-containing compounds into various other nitrogen...
The synthesis of aryl amines from 3-alkynyl-2-pyrones and various amines is described. Mechanistically, the aryl amines are proposed to arise from the 3-alkynyl-2-pyrone substrates through their selective opening in a 1,6-fashion by secondary amines followed by decarboxylation and an unexpected rearrangement. The proposed mechanism is supported by...
Enantioenriched organoboron intermediates are important building blocks in organic synthesis and drug discovery. Recently, transition metal-catalyzed enantioselective 1,2-metalate rearrangements of alkenylboronates have emerged as an attractive protocol to access these valuable reagents by installing two different carbon fragments across C═C π-bond...
Pyridine halogenation reactions are crucial for obtaining the vast array of derivatives required for drug and agrochemical development. However, despite more than a century of synthetic endeavors, halogenation processes that selectively functionalize the carbon–hydrogen bond in the 3-position of a broad range of pyridine precursors remain largely e...
The ability to manipulate C-C bonds for selective chemical transformations is challenging and represents a growing area of research. Here, we report a formal insertion of diazo compounds into the "unactivated" C-C bond of benzyl bromide derivatives catalyzed by a simple Lewis acid. The homologation reaction proceeds via the intermediacy of a phenon...
2‐Formylphenylboronic acid condenses with active methylene reagents like α‐amino esters, ketones, and lactams directly to give benzo‐fused 1‐hydroxy‐2,1‐azaborines in good yields within minutes under microwave‐accelerated conditions. The new stable boron heterocycles prepared to demonstrate this approach were characterized by NMR spectroscopy. Thre...