The Waser laboratory is working on the development of non-conventional bond disconnections using the unique properties of hypervalent iodine reagents. In particular, they discovered the exceptional properties of 1-[(triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one (TIPS-EBX) for electrophilic alkynylation. First synthesized by Zhdankin and co-workers in 1996 (J. Org. Chem 1996, 61, 6547), the synthetic potential of this reagent remained unexploited until the Waser group reported its use for the gold-catalyzed direct alkynylation of electron-rich aromatic compounds, such as indoles, thiophenes or anilines. TIPS-EBX was also the reagent of choice for the palladium-catalyzed oxy- and amino-alkynylation of olefins. Finally, this reagent can also be used for the direct alkynylation of keto esters and thiols or radical decarboxylative alkynylation. TIPS-EBX is a bench-stable, crystalline compound, which makes it particularly user friendly. The Waser laboratory is currently continuing its work on the development of hypervalent iodine reagents for the transfer of acetylenes and other functional groups.
Research. Development. Production.
We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.