(1-溴丙-2-炔-1-基)苯 | 50874-14-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (1-溴丙-2-炔-1-基)苯
• 英文名称: phenylpropargyl bromide
• 英文别名: 1-phenylprop-2-ynyl bromide；3-bromo-3-phenylpropyne；(1-bromoprop-2-ynyl)benzene；1-bromo-1-phenylprop-2-yne；3-Brom-3-phenyl-propin；(1-bromoprop-2-yn-1-yl)benzene；1-phenylpropargyl bromide；1-Brom-1-phenylprop-2-in；3-Brom-3-phenyl-1-propin；1-bromoprop-2-ynylbenzene
• CAS: 50874-14-1
• 化学式: C₉H₇Br
• 分子量: 195.059
• InChiKey: DNLYUDULMRQGPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (1-溴丙-2-炔-1-基)苯 在 lithium aluminium tetrahydride 作用下， 以 various solvent(s) 为溶剂， 反应 1.0h， 生成 3-Methyl-3-phenylthiophene-2-thione
  参考文献：
  名称：

  Convenient Synthesis of Methyl 3-Alkynedithioates and β, γ-Unsaturated γ-Dithiolactones from Allenyllithium and Allenylsilver(I) Compounds

  摘要：

  DOI：

  10.1055/s-1981-29524
• 作为产物：
  描述：

  (+/-)-1-苯基-2-丙炔-1-醇 在 咪唑 、 溴 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 以87%的产率得到(1-溴丙-2-炔-1-基)苯
  参考文献：
  名称：

  手性双酚催化的烯基硼酸酯对酮的不对称丙炔化反应

  摘要：

  手性双酚使用丙二烯基硼酸酯催化酮的对映选择性不对称炔丙基化。该反应使用 10 mol% 的 3,3'-Br 2 -BINOL 作为催化剂，烯丙基二氧硼烷作为亲核试剂，在没有溶剂的情况下，在微波辐射下得到高炔丙醇。以良好的产率 (60–98%) 和高对映体比率 (3:1–99:1) 获得反应产物。使用手性外消旋丙二烯基硼酸酯的非对映选择性炔丙基化在催化条件下产生良好的非对映选择性 (dr >86:14) 和对映选择性 (er >92:8)。

  DOI：

  10.1021/ol201535b

文献信息

• Intramolecular annulation of aromatic rings with N-sulfonyl 1,2,3-triazoles: divergent synthesis of 3-methylene-2,3-dihydrobenzofurans and 3-methylene-2,3-dihydroindoles
  作者：Xiang-Ying Tang、Yong-Sheng Zhang、Lv He、Yin Wei、Min Shi

  DOI：10.1039/c4cc08343a

  日期：——

  The controllable synthesis of 3-methylene-2,3-dihydrobenzofurans2and 3-methylene-2,3-dihydroindoles5has been developed via cycloisomerization of N/O-tethered aryltriazoles.

  通过N/O-连接的芳基三唑的环异构化，已经开发出了可控合成3-亚甲基-2,3-二氢苯并呋喃和3-亚甲基-2,3-二氢吲哚。
• Phenyl substituted dipeptide amides
  申请人：G. D. Searle & Co.

  公开号：US04822775A1

  公开（公告）日：1989-04-18

  The invention relates to novel substituted tyrosyl alanine dipeptide amides of the formula: ##STR1## and the pharmaceutically acceptable acid addition salts thereof wherein R.sup.1 is hydrogen, lower alkyl, hydroxy, --OCO.sub.2 lower alkyl, lower alkoxy, --O(CH.sub.2).sub.n -phenyl with the phenyl optionally substituted by halogen, --NO.sub.2, --CN, --NH.sub.2 or lower alkyl wherein n is 1 to 4; R.sup.2 and R.sup.3 represent lower alkyl, halogen, or lower alkoxy, or either one of R.sup.2 or R.sup.3 is hydrogen and the other is lower alkyl, lower alkoxy or halogen; R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8, and R.sup.9 may be the same or different and represent hydrogen or lower alkyl; R.sup.10 is selected from the group consisting of --(ALK)X where ALK represents alkylene, thioalkylene, oxyalkylene, having 1 to 5 carbon atoms; alkenylene and alkynylene having 2 to 4 carbon atoms; and X represents pyridyl, pyrimidinyl, 9H-fluoren-9-yl, diphenylmethyl, thienyl, carboxy, lower alkoxy carbonyl, substituted phenyl wherein the phenyl substituent is amino, hydroxy, halogen, nitro, methylenedioxy, lower alkyl, carboxy, lower alkoxycarbonyl, lower alkoxy, carboxamide, diloweralkylamino or X represents phenyl, when ALK is not alkylene; or R.sup.10 is ##STR2## where p and q are independently 1 to 4; or R.sup.9 and R.sup.10 together with N is ##STR3## where r and t are independently 1 to 4; v represents an asymmetric carbon that may be racemic or have the D or L configuration; w represents an asymmetric carbon when R.sup.7 and R.sup.8 are not the same that may be racemic or have the D or L configuration. These compounds are useful as analgesic and/or antihypertensive compounds.

  该发明涉及以下结构的新型取代酪氨酸丙氨酸二肽酰胺：##STR1##及其药学上可接受的酸盐，其中R.sup.1为氢、较低的烷基、羟基、--OCO.sub.2较低的烷基、较低的烷氧基、--O(CH.sub.2).sub.n-苯基，其中苯基可选择地被卤素、--NO.sub.2、--CN、--NH.sub.2或较低的烷基取代，其中n为1至4；R.sup.2和R.sup.3代表较低的烷基、卤素或较低的烷氧基，或者R.sup.2或R.sup.3中的一个为氢，另一个为较低的烷基、较低的烷氧基或卤素；R.sup.4、R.sup.5、R.sup.6、R.sup.7、R.sup.8和R.sup.9可以相同也可以不同，代表氢或较低的烷基；R.sup.10从以下组中选择：--(ALK)X，其中ALK代表具有1至5个碳原子的烷基、硫代烷基、氧代烷基；具有2至4个碳原子的烯基和炔基；X代表吡啶基、嘧啶基、9H-芴-9-基、二苯甲基、噻吩基、羧基、较低的烷氧基羰基、取代的苯基，其中苯基取代基为氨基、羟基、卤素、硝基、亚甲二氧基、较低的烷基、羧基、较低的烷氧羰基、较低的烷氧基、羧酰胺、二较低烷基氨基或X代表苯基，当ALK不是烷基时；或R.sup.10为##STR2##其中p和q独立地为1至4；或R.sup.9和R.sup.10与N一起为##STR3##其中r和t独立地为1至4；v代表可能是消旋的或具有D或L构型的不对称碳；w代表当R.sup.7和R.sup.8不相同时可能是消旋的或具有D或L构型的不对称碳。这些化合物可用作镇痛和/或降压化合物。
• Generation and stereoselective transformations of 3-phenylcyclopropene
  作者：Andrey E. Sheshenev、Mark S. Baird、Anna K. Croft、Ivan G. Bolesov

  DOI：10.1016/j.tet.2009.09.098

  日期：2009.11

  generation of 3-phenylcyclopropenes is described. Reaction of these compounds with a range of dienophiles and dipolarophiles led to the stereoselective formation of [4+2]- and [3+2]-cycloadducts, which were exclusively exo-3-phenyl-cis-1,2-disubstituted cyclopropanes. Efficient trapping of 1-lithio-3-phenylcyclopropene with different electrophiles is also discussed. Ab initio calculations suggest that

  描述了一种方便且廉价的生成3-苯基环丙烯的方法。这些化合物与一系列亲双烯体和亲双亲体的反应导致立体选择性地形成[4 + 2]-和[3 + 2]-环加合物，它们仅是外-3-苯基顺式-1，2-二取代的环丙烷。还讨论了用不同的亲电子试剂有效捕集1-硫代-3-苯基环丙烯的方法。从头算计算表明，最低能量构象的3-苯基环丙烯具有垂直于环丙烯π键的苯环平面，但旋转势垒较低。
• [EN] N-BISARYL- AND N-ARYL-CYCLOALKYLIDENYL-ALPHA-HYDROXY-AND ALPHA-ALKOXY ACID AMIDES<br/>[FR] AMIDE D'ACIDE N-BISARYL- ET N-ARYL-CYCLOALKYLIDENYL-ALPHA-HYDROXY- ET ALPHA-ALCOXY
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2004011417A1

  公开（公告）日：2004-02-05

  The invention relates to N-bisaryl- and N-aryl-cycloalkylidenyl-a-hydroxy- and a-alkoxy acetic acid amides of the general formula (I) including the optical isomers thereof and mixtures of such isomers, wherein R1 is hydrogen, C1-C12alkyl; C2-C12alkenyl; C2-C12alkynyl; C1-C12haloalkyl; R2 is hydrogen; optionally substituted alkyl; optionally substituted alkenyl or optionally substituted alkynyl; R3 is optionally substituted aryl or optionally substituted heteroaryl; A is an optionally substituted saturated or unsaturated C3-C8-cycloalkylidene, optionally substituted phenylidene or optionally substituted saturated or unsaturated heterocyclylidene bridge, R4 and R5 are each independently hydrogen or an organic radical, and R6 is hydrogen; tri-C1-C4alkyl-silyl; di-C1-C4alkyl-phenylsilyl; C1-C4alkyl-diphenylsilyl; triphenylsilyl; optionally substituted alkyl; optionally substituted alkenyl or optionally substituted alkynyl. The compounds possess plant-protecting properties and are suitable for protecting plants against infestation by phytopathogenic miroorganism, especially fungi.

  该发明涉及一般式（I）的N-双芳基和N-芳基环烷基亚羟基和亚烷氧基乙酸酰胺，包括其光学异构体和这些异构体的混合物，其中R1为氢、C1-C12烷基；C2-C12烯基；C2-C12炔基；C1-C12卤代烷基；R2为氢；可选择地取代的烷基；可选择地取代的烯基或可选择地取代的炔基；R3为可选择地取代的芳基或可选择地取代的杂芳基；A为可选择地取代的饱和或不饱和的C3-C8环烷基亚甲基，可选择地取代的苯亚甲基或可选择地取代的饱和或不饱和的杂环烷基亚甲基桥，R4和R5各自独立地为氢或有机基，R6为氢；三C1-C4烷基硅基；二C1-C4烷基苯基硅基；C1-C4烷基二苯基硅基；三苯基硅基；可选择地取代的烷基；可选择地取代的烯基或可选择地取代的炔基。这些化合物具有植物保护性能，适用于保护植物免受植物病原微生物，特别是真菌的侵害。
• Alkene‐Directed <i>N</i> ‐Attack Chemoselectivity in the Gold‐Catalyzed [2+2+1]‐Annulations of 1,6‐Enynes with <i>N</i> ‐Hydroxyanilines
  作者：Deepak B. Huple、Bhanudas D. Mokar、Rai‐Shung Liu

  DOI：10.1002/anie.201507946

  日期：2015.12

  Kinetically unstable nitrones are generated from gold‐catalyzed reactions of 1,6‐enynes with N‐hydroxyanilines, and subsequently trapped by tethered alkenes to furnish [2+2+1]‐annulations. Our experimental data reveal that such nitrones arise from atypical N‐attack chemoselectivity that is triggered by tethered alkenes to facilitate the key protodeauration reaction.

  动力学不稳定的硝酮是由1,6-炔烃与N-羟基苯胺的金催化反应生成的，随后被束缚的链烯捕集以提供[2 + 2 + 1]环。我们的实验数据表明，这种硝酮是由非典型的N攻击化学选择性引起的，该化学选择性是由链状烯烃触发的，以促进关键的原型脱氢反应。