3-methyl-4-tosyl-2-butanone | 83872-30-4

• 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: 3-methyl-4-tosyl-2-butanone
• 英文别名: 3-Methyl-4-(4-methylphenyl)sulfonylbutan-2-one
• CAS: 83872-30-4
• 化学式: C₁₂H₁₆O₃S
• 分子量: 240.323
• InChiKey: CYAMYLFCQMTTKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  59.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  trans-1-methyl-2-(tosylmethyl)oxirane 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 3-methyl-4-tosyl-2-butanone
  参考文献：
  名称：

  通过β，γ-环氧砜的区域选择性开环合成β-和γ-羟基砜

  摘要：

  衍生自烯丙基砜的β，γ-环氧砜1在有或没有催化量的溴化铜（I）存在下与有机镁化合物区域选择性反应，分别得到β-羟基砜2或γ-甲苯磺酸化的烯丙基醇化物5。在催化量的溴化铜（l）存在下，将格氏试剂的迈克尔类型加到中间体5会生成γ-羟基砜6。β-和γ-羟基砜的PCC氧化分别得到β-和γ-氧代砜10和11。对于γ-OXO砜，用DBU处理 得到α-取代的α，β-不饱和羰基化合物。

  DOI：

  10.1016/s0040-4020(01)90534-4

文献信息

• Reductive radical-initiated 1,2-C migration assisted by an azidyl group
  作者：Xueying Zhang、Zhansong Zhang、Jin-Na Song、Zikun Wang

  DOI：10.1039/d0sc02559c

  日期：——

  We report here a novel reductive radical-polar crossover reaction that is a reductive radical-initiated 1,2-C migration of 2-azido allyl alcohols enabled by an azidyl group. The reaction tolerates diverse migrating groups, such as alkyl, alkenyl, and aryl groups, allowing access to n+1 ring expansion of small to large rings. The possibility of directly using propargyl alcohols in one-pot is also described

  我们在这里报告了一种新颖的还原性自由基-极性交叉反应，该反应是由叠氮基使2-叠氮基烯丙醇的还原性自由基引发的1,2-C迁移。该反应可耐受各种迁移基团，例如烷基，烯基和芳基，从而允许n +1环从小环扩展到大环。还描述了在一个锅中直接使用炔丙醇的可能性。机理研究表明，叠氮基是一个好的离去基团，并为1，2-C的迁移提供了驱动力。
• EP1299774A4
  申请人：——

  公开号：EP1299774A4

  公开（公告）日：2005-06-08
• PERFLUOROALKYLSULFONIC ACID COMPOUNDS FOR PHOTORESISTS
  申请人：Arch Specialty Chemicals, Inc.

  公开号：EP1299774A1

  公开（公告）日：2003-04-09
• [EN] PERFLUOROALKYLSULFONIC ACID COMPOUNDS FOR PHOTORESISTS<br/>[FR] GENERATEURS PHOTOACIDES A UTILISER DANS DES COMPOSITIONS DE PHOTORESINE
  申请人：ARCH SPEC CHEM INC

  公开号：WO2002082185A1

  公开（公告）日：2002-10-17

  A photoacid compound having general structure: R-O(CF2)nSO3X wherein n is an integer between about 1 to 4; R is selected from the group consisting of: substituted or unsubstituted C1-C12 linear or branched alkyl or alkenyl, substituted or unsubstituted araalkyl, substituted or unsubstituted aryl, substituted or unsubstituted bicycloalkyl, substituted or unsubstituted tricycloalkyl, hydrogen, alkyl sulfonic acid, substituted or unsubstituted perfluoroalkyl, the general structure F((CF2)pO)m(CF2)q- wherein p is between about 1 to 4, m is between about 0 to 3 and q is between about 1 to 4, and substituted or unsubstituted partially fluorinated alkyl, halofluoroalkyl, perfluoroalkylsulfonic, or glycidyl; and X is selected from the group consisting of: organic cations and covalently bonded organic radicals.
• Synthesis of β- and γ-hydroxy sulfones by regioselective opening of β,γ-epoxy sulfones
  作者：Carmen Nájera、José Miguel Sansano

  DOI：10.1016/s0040-4020(01)90534-4

  日期：1990.1

  sulfones react regio-selectively with organomagnesium compounds in the presence or not of catalytic amounts of copper(I) bromide to afford β-hydroxy sulfones 2 or γ-tosylated allylic alcoholates 5 respectively. The Michael type addition of Grignard reagents to intermediates 5 in the presence of catalytic amount of copper(l) bromide yields γ-hydroxy sulfones 6. The PCC oxidation of β- and γ-hydroxy sulfones

  衍生自烯丙基砜的β，γ-环氧砜1在有或没有催化量的溴化铜（I）存在下与有机镁化合物区域选择性反应，分别得到β-羟基砜2或γ-甲苯磺酸化的烯丙基醇化物5。在催化量的溴化铜（l）存在下，将格氏试剂的迈克尔类型加到中间体5会生成γ-羟基砜6。β-和γ-羟基砜的PCC氧化分别得到β-和γ-氧代砜10和11。对于γ-OXO砜，用DBU处理 得到α-取代的α，β-不饱和羰基化合物。