phenyliodnane

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: phenyliodnane
• 英文别名: PhINTs；N-(p-toluenesulfonyl)iminophenyliodinane；N-tosyliminophenyliodinane；N-iodo-4-methyl-N-phenylbenzenesulfonamide
• 化学式: C₁₃H₁₂INO₂S
• 分子量: 373.214
• InChiKey: MBFSFAMWBBYWET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  phenyliodnane 在 4-二甲氨基吡啶 吡啶 、 copper acetylacetonate 、 氨 、 ytterbium(III) triflate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 11.5h， 生成 acetic acid 7-bromo-5S-[[7-bromo-2,2-dimethyl-4S-(toluene-4-sulfonylamino)-3Ra,4S,5S,7a-tetrahydro-benzo[1S,3R]dioxol-5S-yl]-(2,2,2-trifluoro-acetyl)-amino]-2,2-dimethyl-3Ra,4S,5S,7a-tetrahydro-benzo[1S,3R]dioxol-4S-yl ester
  参考文献：
  名称：

  Synthesis, Structure, and Biological Evaluation of Novel N- and O-Linked Diinositols

  摘要：

  Several O-and N-linked inositols and/or aminoinositols have been prepared by iterative opening of epoxides and aziridines derived from homochiral cyclohexadiene cis-diols. The three inositols and their intermediate conduritols (conduramines) were tested against several glycosiclases (alpha- and beta-glucosidase, alpha- and beta-galactosidase, alpha- and beta-mannosidase) in an assay that measured the rate of hydrolysis of p-nitrophenolglycosides rather than the concentration of p-nitrophenolate. Somewhat surprisingly, the best inhibition was seen against beta-galactosidase with several of the compounds. The inositols linked through oxygen or nitrogen were subjected to calcium binding studies performed in NMR experiments. Detailed analysis of the title compounds by NMR spectroscopy has been performed, and full assignments were made. One of the attendant benefits of the preparation of these compounds has been expressed in the design and synthesis of new salen catalysts whose effectiveness has been compared with Jacobsen's catalyst in the epoxidation of styrene.

  DOI：

  10.1021/ja0205378

文献信息

• Allylic amine formation by imination of allylic tellurides
  作者：Yoshiaki Nishibayashi、Sanjay Kumar Srivastava、Kouichi Ohe、Sakae Uemura

  DOI：10.1016/00404-0399(50)1362-l

  日期：1995.9

  The imination of allylic phenyl tellurides with [N-(ptoluenesulfonyl)imino]phenyliodinane or chloramine-T affords the corresponding allylic amines via [2,3]sigmatropic rearrangement of the tellurimide intermediates in high yields. Application to chiral cinnamyl 2-(1-dimethylaminoethyl)ferrocenyl telluride results in the formation of the corresponding chiral allylic amine, 3-phenyl-3-tosylaminopropene

  与[N-（对甲苯磺酰）亚氨基] phenyliodinane或氯胺-T烯丙基苯基碲化物的亚胺化得到相应的烯丙基胺类经由[2,3]σ键迁移以高产率tellurimide中间体的重排。应用于手性肉桂基2-（1-二甲基氨基乙基）二茂铁基碲化物导致形成具有93％ee的相应的手性烯丙基胺3-苯基-3-甲苯磺酰基氨基丙烯。
• Facile alkane functionalization in copper-[2.1.1]-(2,6)-pyridinophane-PhINTs systemsElectronic supplementary information (ESI) available: experimental details. See http://www.rsc.org/suppdata/cc/b3/b309519c/
  作者：Andrei N. Vedernikov、Kenneth G. Caulton

  DOI：10.1039/b309519c

  日期：——

  Mild catalytic dehydrogenation of cycloalkanes (cyclo-C(5)H(10), cyclo-C(6)H(12), cyclo-C(8)H(16)) and aziridination of resulting olefins is reported with PhINTs and copper-[2.1.1]-(2,6)-pyridinophane (L) complexes LCuX(n)(n= 1, 2; X = Cl, OTf)"activated" with NaBAr(F)(4) in dichloromethane solution.

  据报道，PhINTs和铜对环烷烃（cyclo-C（5）H（10），cyclo-C（6）H（12），cyclo-C（8）H（16））进行轻度催化脱氢和所得烯烃的叠氮化-[2.1.1]-（2,6）-吡啶并（（L）与NaCur（F）（4）在二氯甲烷溶液中“活化”的LCuX（n）（n = 1，2; X = Cl，OTf）络合物。
• BISPIDON LIGANDS AND THE METAL COMPLEXES THEREOF
  申请人：Comba Peter

  公开号：US20110003984A1

  公开（公告）日：2011-01-06

  The present invention relates to novel bispidon ligands, a method for the production thereof, and the use thereof as a ligand in metal complexes and the selective separation of metals, metal complexes comprising said ligands, method for the production thereof, and the use of such metal complexes in organic synthesis, in bleaching, and in the radiopharmaceutical field.

  本发明涉及新的双螯配体，其生产方法以及将其用作金属配合物中的配体和金属的选择性分离，包括该配体的金属配合物，其生产方法以及在有机合成、漂白和放射性药物领域中使用这种金属配合物的方法。
• Iron-catalyzed efficient intermolecular amination of C(sp³)–H bonds with bromamine-T as nitrene source
  作者：Haiyu Wang、Yuxi Li、Zhiming Wang、Jun Lou、Yuling Xiao、Guofu Qiu、Xianming Hu、Hans-Josef Altenbach、Peng Liu

  DOI：10.1039/c4ra02240h

  日期：——

  [Fe(N4Py)(CH3CN)](ClO4)2 can efficiently catalyze intermolecular nitrene insertion of sp3 C–H bonds with bromamine-T as the nitrene source, forming the desired tosylprotected amines with NaBr as the by-product.

  [Fe（N4Py）（CH 3 CN）]（ClO 4）2可以高效地催化分子间氮原子以溴胺-T为氮源的sp 3 C–H键的分子间插入，形成所需的甲苯磺酰基保护的胺，其副产物为NaBr 。
• Enantioselective Synthesis of Allenamides via Sulfimide [2,3]-Sigmatropic Rearrangement
  作者：Alan Armstrong、Daniel P. G. Emmerson

  DOI：10.1021/ol900146s

  日期：2009.4.2

  Chiral allenamides are prepared with high levels of enantiomeric purity by [2,3]-sigmatropic rearrangement of propargylic sulfimides. The required branched propargylic sulfides are prepared by an enantioselective organocatalytic aldehyde α-sulfenylation followed by Corey−Fuchs alkynylation.

  通过炔丙基硫酰亚胺的[2,3]-σ重排，制备具有高水平对映体纯度的手性烯丙酰胺。所需的支链炔丙基硫化物是通过对映选择性有机催化醛α-亚磺酰基化，然后进行Corey-Fuchs炔基化反应制得的。