Publications by authors named "Felipe Cesar Sousa E Silva"
Herein, we report a synthesis of medicinally relevant β-ketosulfonamides via a photomediated 1,3-rearrangement of alkenyl sulfamates. This protocol tolerates a wide array of sensitive functional groups including alkenes, alkynes, and nitrogen-based heterocycles. Additionally, this work provides a general approach toward alkenyl sulfamates via a two-step Sulfur(VI) Fluoride Exchange (SuFEx) sequence capitalizing on SOF as a linchpin to efficiently couple readily available ketones and amines without a large excess of either partner.
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- α-Arylation of α,β-unsaturated ketones is an important synthetic process, typically done using costly cross-coupling methods that need pre-prepared substrates.* -
- This study introduces a more efficient method for direct C-H arylation of enones, using hypervalent iodine compounds without the need for metals.* -
- The reaction utilizes a unique mechanism involving β-pyridinium silyl enol ethers and allows a variety of aryl group substitutions while retaining useful iodine groups.*
Article Synopsis
- High valent metal complexes have become crucial in modern catalysis over the last two decades, particularly for creating carbon-heteroatom bonds.
- The success of this chemistry relies on finding effective oxidants that can support these high oxidation state complexes, providing necessary heteroatom ligands for reactions.
- Hypervalent iodine reagents are highlighted as key tools, offering versatile reactivity under mild conditions while being eco-friendly, non-toxic, and cost-effective compared to traditional oxidants.