65109-75-3Relevant articles and documents
Hexafluoroisopropanol (HFIP)-prompted rearrangement of N-phenoxysulfonamides for the direct assembly of ortho-sulfonamide phenols: A combined experimental and computational study
Wang, Yi,Chen, Xiaoli,Lin, Shuang,Gao, Hui,Liu, Fu-Xiaomin,Zhou, Zhi,Yi, Wei
, (2022/01/08)
ortho-Sulfonamide phenols represent a class of attractive structural motifs in medicinal and synthetic chemistry. Herein an efficient metal-free rearrangement reaction has been developed for the construction of ortho-sulfonamide phenols via HFIP-prompted
Rhodium(III)-catalyzed redox-neutral coupling of N-phenoxyacetamides and alkynes with tunable selectivity
Liu, Guixia,Shen, Yangyang,Zhou, Zhi,Lu, Xiyan
, p. 6033 - 6037 (2013/07/19)
Give it a tweak: A novel oxidizing directing group was developed for a rhodium(III)-catalyzed C-H functionalization of N-phenoxyacetamides with alkynes. A small change in the reaction conditions leads to either ortho-hydroxyphenyl-substituted enamides or cyclization to deliver benzofurans with high selectivity (see scheme; Cp=C5Me5). Copyright
O-Substituted N-oxy arylsulfinamides and sulfonamides in Michael reactions
Bonifacio, Vasco D. B.,Kumar, Rakesh P.,Prabhakar, Sundaresan,Lobo, Ana M.
experimental part, p. 266 - 276 (2011/11/06)
O-Substituted N-oxy arylsulfinamides and sulfonamides undergo fast aza-Michael reaction in the presence of base and electron-deficient α,β-unsaturated olefins under mild conditions. With N-silyloxy benzenesulfinamides, no aza-Michael product is observed and a hetero aza-Brook type rearrangement takes place induced by the base. Room temperature N-desulfinylation of N-benzyloxybenzenesulfinamide is achieved using BF 3.Et2O. N-Alkoxy arylsulfonamides aza-Michael adducts are found to be generally highly stable under strongly acidic and basic conditions.