| 1284257-89-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1284257-89-1
• 化学式: C₁₄H₁₇NO₂
• 分子量: 231.294
• InChiKey: YOYNZJKKMJRKIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  在 亚碘酰苯 、 silver trifluoromethanesulfonate 、 2,2'-(1-methylethylidene)bis(5,5-dimethyl-4,5-dihydrooxazole) 作用下， 以 二氯甲烷 为溶剂， 以38%的产率得到(7E)-7-benzylidene-3-oxa-1-azabicyclo[4.1.0]heptan-2-one
  参考文献：
  名称：

  立体选择性[3+1]扩环合成高取代亚甲基氮杂环丁烷

  摘要：

  铑结合卡宾与应变双环亚甲基氮丙啶的反应导致正式的[3+1]环扩张，产生具有优异区域和立体选择性的高度取代的亚甲基氮杂环丁烷。该反应似乎通过叶立德型机制进行，其中亚甲基氮丙啶的独特应变和结构促进开环/闭环级联，有效地将手性从底物转移到产物。所得产物可以被精心制作成含有邻位三级-四级甚至四级-四级立构中心的新氮杂环丁烷支架。

  DOI：

  10.1002/anie.201705202

文献信息

• [EN] BICYCLIC METHYLENE AZIRIDINES AND REACTIONS THEREOF<br/>[FR] MÉTHYLÈNE AZIRIDINES BICYCLIQUES ET RÉACTIONS DE CELLES-CI
  申请人：SCHOMAKER JENNIFER

  公开号：WO2013033245A1

  公开（公告）日：2013-03-07

  The oxidative functionalization of olefins is a common method for the formation of vicinal carbon-heteroatom bonds. However, oxidative methods to transform allenes into synthetic motifs containing three contiguous carbon-heteroatom bonds are much less developed. The use of bicyclic methylene aziridines (MAs), prepared via intramolecular allene aziridination, as scaffolds for functionalization of all three allene carbons, among other reactions, is described herein.

  烯烃的氧化官能化是形成邻位碳-杂原子键的常见方法。然而，将联烯转化为含有三个相邻碳-杂原子键的合成基团的氧化方法发展得较少。本文描述了通过分子内联烯氮杂环化制备的双环亚甲基环氮烷（MAs）作为支架，用于官能化所有三个联烯碳原子，以及其他反应。
• Synthesis of 1,3-Diaminated Stereotriads <i>via</i> Rearrangement of 1,4-Diazaspiro[2.2]pentanes
  作者：Cale D. Weatherly、Jared W. Rigoli、Jennifer M. Schomaker

  DOI：10.1021/ol300269u

  日期：2012.4.6

  The synthesis of 1,3-diaminated stereotriads via the bis-aziridination of allenes is reported. The reactive 1,4-diazaspiro[2.2]pentane intermediates undergo a mild Brønsted acid-promoted rearrangement to yield 1,3-diaminated ketones in good yields with excellent stereocontrol. Directed reduction of the ketone can be achieved to yield a C–N/C–O/C–N stereotriad in high dr. The ability to transfer the

  报道了通过丙二烯的双氮丙啶化合成 1,3-二胺立体三联体。反应性 1,4-二氮杂螺[2.2]戊烷中间体经历温和的布朗斯台德酸促进重排，以良好的收率和优异的立体控制产生 1,3-二胺化酮。可以实现酮的定向还原，以产生高dr的 C-N/C-O/C-N 立体三联体。将底物的轴向手性转移到产物的能力允许通过两个简单的步骤从丙二烯轻松制备对映体富集的立体三联体。
• Tunable, Chemoselective Amination <i>via</i> Silver Catalysis
  作者：Jared W. Rigoli、Cale D. Weatherly、Juliet M. Alderson、Brian T. Vo、Jennifer M. Schomaker

  DOI：10.1021/ja406654y

  日期：2013.11.20

  Organic N-containing compounds, including amines, are essential components of many biologically and pharmaceutically important molecules. One strategy for introducing nitrogen into substrates with multiple reactive bonds is to insert a monovalent N fragment (nitrene or nitrenoid) into a C H bond or add it directly to a C=C bond. However, it has been challenging to develop well-defined catalysts capable of promoting predictable and chemoselective aminations solely through reagent control. Herein, we report remarkable chemoselective aminations that employ a single metal (Ag) and a single ligand (phenanthroline) to promote either aziridination or C H insertion by manipulating the coordination geometry of the active catalysts.
• BICYCLIC METHYLENE AZIRIDINES AND REACTIONS THEREOF
  申请人：Wisconsin Alumni Research Foundation

  公开号：US20160075668A1

  公开（公告）日：2016-03-17

  The oxidative functionalization of olefins is a common method for the formation of vicinal carbon-heteroatom bonds. However, oxidative methods to transform allenes into synthetic motifs containing three contiguous carbon-heteroatom bonds are much less developed. The use of bicyclic methylene aziridines (MAs), prepared via intramolecular allene aziridination, as scaffolds for functionalization of all three allene carbons, among other reactions, is described herein.
• US9221842B2
  申请人：——

  公开号：US9221842B2

  公开（公告）日：2015-12-29