CAS 1186018-19-8, Cat. No EN300-46591695
Reagent for amination of thioethers and sulfoxides
Trichloroethoxysulfonyl azide (Tces3) is a reagent for the amination of thioethers and sulfoxides in the photochemical (UVA) continuous flow process1,2. Sulfilimines and sulfoximines are highly valuable building blocks due to their importance in biologically active agents and this reagent offers a simple solution with high yields. The reaction proceeds at room temperature with a residence time below 2 hours using UVA light1,2. A chiral reagent is compatible with these reaction conditions to produce easily separable diastereomeric sulfilimines. The Tces protecting group could be easily cleaved using zinc in acetic acid to afford free sulfoximine1.
Synonyms: 2,2,2-trichloroethoxysulfonyl azide
Selected publications
-
Iron-Catalyzed Amination of Sulfides and Sulfoxides with Azides in Photochemical Continuous Flow Synthesis.
Lebel H.; Piras H.; Borduy M. ACS Catal 2016, 6 (2), 1109–1112. DOI: 10.1021/acscatal.5b02495
-
2,2,2-Trichloroethoxysulfonyl Azide.
Lebel H. Encyclopedia of Reagents for Organic Synthesis 2017, 1–2. DOI: 10.1002/047084289X.rn02034