2,6-di-tert-butyl-4-methylphenyl diphenylphosphinate | 1329040-50-7

• 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: 2,6-di-tert-butyl-4-methylphenyl diphenylphosphinate
• 英文别名: (2,6-di-tert-butyl-4-methylphenoxy)diphenylphosphinoxide；1,3-ditert-butyl-2-diphenylphosphoryloxy-5-methylbenzene
• CAS: 1329040-50-7
• 化学式: C₂₇H₃₃O₂P
• 分子量: 420.532
• InChiKey: UHCZYVQYSHNWNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  (2,6-Ditert-butyl-4-methylphenoxy)-diphenylphosphane 生成 2,6-di-tert-butyl-4-methylphenyl diphenylphosphinate
  参考文献：
  名称：

  KONIG, T.;HABICHER, W. D.;SCHWETLICK, K., J. PRAKT. CHEM., 331,(1989) N, C. 913-922

  摘要：

  DOI：

文献信息

• Silver-Catalyzed Radical Arylphosphorylation of Unactivated Alkenes: Synthesis of 3-Phosphonoalkyl Indolines
  作者：Deqiang Liang、Dandan Ge、Yanping Lv、Wenzhong Huang、Baoling Wang、Weili Li

  DOI：10.1021/acs.joc.8b00450

  日期：2018.4.20

  A silver-catalyzed phosphorylation/cyclization cascade of N-allyl anilines was developed, allowing direct access to 3-phosphonoalkyl indolines, which were previously obtainable only via tedious procedures under harsh/toxic conditions. The unactivated double bond serves as the radical acceptor, whereas H-phosphonates or -phosphine oxides act as the radical precursor. This protocol features simple operation

  已开发出N-烯丙基苯胺的银催化磷酸化/环化级联反应，可直接使用3-膦酰基烷基二氢吲哚，以前只能通过在苛刻/有毒条件下繁琐的程序才能获得这些二氢吲哚。未活化的双键充当自由基受体，而H-膦酸酯或-膦氧化物充当自由基前体。这个协议提供操作简单，广泛的底物范围和大外型选择性，和克规模合成可以容易地进行。
• Regioselective Direct C3-Phosphorylation of<i>N</i>-Sulfonylindoles under Mild Oxidative Conditions
  作者：Feng Su、Weidong Lin、Pengfei Zhu、Dezhi He、Jianbin Lin、Hui-Jun Zhang、Ting-Bin Wen

  DOI：10.1002/adsc.201601204

  日期：2017.3.20

  The reactions of N‐sulfonylindoles with H‐phosphine oxides under oxidative conditions give a wide range of C‐3 phosphorylated free (NH)‐indoles. Several mild oxidants, such as AgNO3, di‐tert‐butyl peroxide (DTBP), and K2S2O8, can be used to promote this transformation.

  在氧化条件下，N-磺酰吲哚与H-氧化膦的反应产生了多种C-3磷酸化的游离（NH）-吲哚。可以使用几种弱氧化剂，例如AgNO 3，过氧化二叔丁基（DTBP）和K 2 S 2 O 8来促进这种转化。
• K₂S₂O₈-mediated metal-free direct P–H/C–H functionalization: a convenient route to benzo[b]phosphole oxides from unactivated alkynes
  作者：Dumei Ma、Weizhu Chen、Gaobo Hu、Yun Zhang、Yuxing Gao、Yingwu Yin、Yufen Zhao

  DOI：10.1039/c6gc01009a

  日期：——

  The first metal-free, facile and K2S2O8-mediated radical addition/cyclization of unactivated alkynes with diarylphosphine oxides has been developed, affording a general and practical procedure to construct valuable benzo[b]phosphole oxides via sequential...

  已开发出第一种无金属，易用且由K2S2O8介导的未活化炔烃与二芳基膦氧化物的自由基加成/环化反应，它为通过序贯法构建有价值的苯并[b]磷氧化物提供了通用而实用的程序。
• 10.1016/s1872-2067(22)64162-7
  作者：Gui, Qing-Wen、Teng, Fan、Yu, Peng、Wu, Yi-Fan、Nong, Zhi-Bin、Yang, Long-Xi、Chen, Xiang、Yang, Tian-Bao、He, Wei-Min

  DOI：10.1016/s1872-2067(22)64162-7

  日期：——

  The Z-scheme V2O5/g-C3N4 heterojunction was firstly applied in heterogeneous visible light-induced cascade reaction for constructing phosphoryled ring-fused quinazolinones. Both the photogenerated hole and photogenerated electron played a vital role in the radical cascade process.

  Z型V 2 O 5 /gC 3 N 4异质结首次应用于多相可见光诱导的级联反应，用于构建磷酸化环稠合喹唑啉酮。光生空穴和光生电子在自由基级联过程中都起着至关重要的作用。
• Et₄NCl-Promoted Electrochemical Atherton-Todd Type Reaction to Construct P(O)–F Bonds
  作者：Hong Wang、Xiangbin Li、Yi Lu、Lianxuan Wang、Siyuan Liu、Wei Gao、Yonghe Tang、Ling Wang、Liwei Niu、Jianbin Chen

  DOI：10.1021/acs.joc.3c00309

  日期：2023.6.2

  An electrochemical synthetic strategy to construct P(O)–F bonds was developed via the Atherton–Todd reaction. Promoted by Et4NCl, a series of biologically active phosphoric fluorides were synthesized by use of commercially available P(O)–H feedstocks and Et3N·3HF as the F-source. With this protocol, some potentially functional P(O)–OR and P(O)–SR motifs could also be smoothly forged. This sustainable

  通过 Atherton-Todd 反应开发了一种构建 P(O)-F 键的电化学合成策略。以市售P(O)–H为原料，以Et 3 N·3HF为氟源，在Et 4 NCl的催化下，合成了一系列具有生物活性的氟化磷。通过该协议，一些潜在功能性 P(O)–OR 和 P(O)–SR 基序也可以顺利伪造。这种可持续的氟化方法具有分步经济的特点，不含化学氧化剂和金属催化剂，并提供低成本和温和的条件。此外，还进行了循环伏安法和控制实验以提出合理的机理。