65109-75-3Relevant academic research and scientific papers
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 Enantio- and Diastereoselective C?H Cyclopropylation of N-Phenoxylsulfonamides: Combined Experimental and Computational Studies
Zheng, Guangfan,Zhou, Zhi,Zhu, Guoxun,Zhai, Shuailei,Xu, Huiying,Duan, Xujing,Yi, Wei,Li, Xingwei
, p. 2890 - 2896 (2020/01/24)
Cyclopropane rings are a prominent structural motif in biologically active molecules. Enantio- and diastereoselective construction of cyclopropanes through C?H activation of arenes and coupling with readily available cyclopropenes is highly appealing but
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
Rhodium(III)-catalyzed C-H olefination for the Synthesis of ortho-alkenyl phenols using an oxidizing directing group
Shen, Yangyang,Liu, Guixia,Zhou, Zhi,Lu, Xiyan
, p. 3366 - 3369 (2013/07/26)
By using an oxidizing directing group, a mild, efficient Rh(III) catalyzed C-H olefination reaction between N-phenoxyacetamides and alkenes was developed. This reaction provided a straightforward way for the synthesis of ortho-alkenyl phenols, and the directing group is traceless in the product.
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.
Acid-Catalyzed Solvolysis of N-Sulfonyl- and N-Acyl-O-arylhydroxylamines. Phenoxenium Ions
Endo, Yasuyuki,Shudo, Koichi,Okamoto, Toshihiko
, p. 6393 - 6397 (2007/10/02)
The acid-catalyzed reaction of N-acyl- and N-sulfonyl-O-arylhydroxylamines with benzene proceeded quite smoothly to give 2- and 4-hydroxybiphenyls.The results of product analysis, the orientation of the reaction, and the effects of substituents on the nitrogen atom and on the phenyl ring suggested a mechanism that involves a phenoxenium ion.The phenoxenium ion was trapped by benzene and other various nucleophiles.
