1-butyltelluro-1-phenyl ethene | 127084-26-8

• 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: 1-butyltelluro-1-phenyl ethene
• 英文别名: α-styrylbutyltelluride；phenylvinyl butyl telluride；1-Butyltellanylethenylbenzene
• CAS: 127084-26-8
• 化学式: C₁₂H₁₆Te
• 分子量: 287.859
• InChiKey: GGUVNSQVEGSODR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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-butyltelluro-1-phenyl ethene 在 四(三苯基膦)钯 、 silver(I) acetate 、 三乙胺 、 potassium (trimethylsilyl)ethynyltrifluoroborate 作用下， 以 甲醇 为溶剂， 反应 0.33h， 以77%的产率得到hexa-1,5-dien-3-yne-2,5-diyldibenzene
  参考文献：
  名称：

  Ultrasound-Assisted Synthesis of Functionalized 1,3-Enynes by Palladium-Catalyzed Cross-Coupling Reaction of α-Styrylbutyltelluride with Alkynyltrifluoroborate Salts

  摘要：

  通过钯催化的炔基三氟硼酸钾盐和α-苯乙烯基丁基碲化物的交叉偶联描述和说明了功能化1,3-烯炔支架的超声辅助合成。该过程可以轻松获得包含脂肪族和芳香族基团的 1,3-烯炔结构，且收率良好至优异。

  DOI：

  10.1055/s-2008-1078507
• 作为产物：
  描述：

  正溴丁烷 生成 1-butyltelluro-1-phenyl ethene
  参考文献：
  名称：

  BARROS, SIMONE M.;COMASSETO, JOAO V.;BERRIEL, JORGE, TETRAHEDRON LETT., 30,(1989) N2, C. 7353-7356

  摘要：

  DOI：

文献信息

• Total control on the synthesis of regio and stereoisomers of vinylic tellurides
  作者：Miguel J. Dabdoub、Tania M. Cassol

  DOI：10.1016/0040-4020(95)00840-5

  日期：1995.11

  Methodologies for the total control on the synthesis of E, Z or 1,1-dissubstituted vinylic tellurides are described. Tellurobutadienes bearing the butyltellurium moiety at carbon 2 or at carbon 1 with E or Z configuration at the tellurium containing double bond were also obtained. Addition of diisobutylaluminum butyltellurolate to terminal alkynes resulted in the formation of 1-(butylteluro)-1-(organyl)

  描述了对E，Z或1，1-取代的乙烯基碲化物的合成进行总体控制的方法。还获得在碳2或在碳1上带有丁基或碲构型的碲脲丁二烯，该碲在含碲的双键处具有E或Z构型。在末端炔烃中添加丁基碲铝酸二异丁基铝导致形成1-（丁基teluro）-1-（有机基）乙烯，产率为45％至75％。Al / Te在乙烯基丙氨酸上与丁基碲基溴化物/ LiCl的交换反应以50-60％的收率提供了E构型的异构体。通过乙炔化碲化物的水铝化，可以在30-51％的收率下获得形成双键的Z构型的乙烯基碲化物。
• Synthesis of (e)-vinylic tellurides and their transformation into α,β-unsaturated esters and carboxylic acids
  作者：Miguel J. Dabdoub、Mauro L. Begnini、Tânia M. Cassol、Palimécio G. Guerrero、Claudio C. Silveira

  DOI：10.1016/0040-4039(95)01585-6

  日期：1995.10

  stereoselectivity at the carbon 1, furnishing (E)-butyltelluro alkenes (64 - 86% yields) and (E)-1-butylteluro-1,3-dienes (68 – 75%, yields) Vinylic tellurides were transformed into α,β-unsaturated esters and carboxylic acids with total retention of the regio- and stereochemistry via vtnyl lithium intermediates

  通过将含有末端三键的共轭烯炔的炔烃进行加氢锆化反应而得到的E构型的锆烯基和二烯基在THF中于-78°C的条件下进行C 4 H 9 TeBr或C 4 H 9 Tel处理，从而进行Zr Te交换反应。Zr Te交换反应的进行完全保留了构型，并在碳1上具有完全的立体选择性，从而提供了（E）-丁基碲硬烯烃（64-86％收率）和（E）-1-丁基teluro-1,3-二烯（68） – 75％，得率）乙烯基碲化物通过乙烯基锂中间体被完全转化为α，β-不饱和酯和羧酸，保留了区域和立体化学
• Vinyllithiums from butyl-vinyl tellurides and bis-vinyl tellurides
  作者：Simone M. Barros、João V. Comasseto、Jorge Berriel

  DOI：10.1016/s0040-4039(00)70695-2

  日期：1989.1

  Butyl vinyl tellurides and bis-vinyl tellurides furnish vinyllithiums with retention of configuration in good yields upon treatment with n-butyllithium at −78°C.

  丁基乙烯基碲化物和双乙烯基碲化物提供乙烯基锂，并在-78°C下用正丁基锂处理时，结构保持高收率。
• Selectivity on the reaction of vinylic tellurides with butyllithium in the presence of carbonyl compounds
  作者：Miguel J. Dabdoub、Raquel G. Jacob、JoséT.B. Ferreira、Vânia B. Dabdoub、Francisco de A. Marques

  DOI：10.1016/s0040-4039(99)01567-1

  日期：1999.10

  butyllithium in THF at −78 °C in the presence of a carbonyl compound such as benzaldehyde or cyclohexanone was studied. High selectivity of the attack at the tellurium atom was observed. In most cases, the corresponding allylic alcohol was obtained as the only (or major) product instead of the alcohols derived by the 1,2 addition of BuLi at the carbonyl compound. Similar results were obtained using

  研究了在-78°C下在羰基化合物（例如苯甲醛或环己酮）存在下用丁基锂在THF中处理异构化的乙烯基碲化物5-7的现象。观察到对碲原子的进攻的高选择性。在大多数情况下，获得了相应的烯丙醇作为唯一（或主要）产物，而不是通过在羰基化合物上1，2添加BuLi衍生的醇。使用酮烯丙二醛14代替乙烯基单碲化物获得了相似的结果。
• Tellurium in Organic Synthesis. Preparation of <i>Z</i>-Vinylic Cuprates from <i>Z</i>-Vinylic Tellurides and Their Reaction with Enones and Epoxides
  作者：Fábio C. Tucci、André Chieffi、João V. Comasseto、Joseph P. Marino

  DOI：10.1021/jo951547c

  日期：1996.1.1

  Z-Vinylic tellurides, obtained with 100% stereoselectivity by the hydrotelluration of acetylenes, are easily transformed into Z-vinylic higher order cyanocuprates by reaction with preformed Me(2)Cu(CN)Li-2, n-Bu(2)Cu(CN)Li-2, or n-Bu(2-Th)Cu(CN)Li-2, with total retention of the double-bond configuration. The resulting vinylic higher order cyanocuprates react with unhindered enones to give the corresponding 1,4-addition products in good yields. Reaction of the vinylic higher order cyanocuprates with monosubstituted epoxides at 0 degrees C gives the homoallylic alcohols resulting from the attack to the less-substituted carbon atom, while the disubstituted epoxides failed to react. Allylic epoxides react at -78 degrees C with the vinylic higher order cyanocuprates to give mixtures of 1,2- and 1,4-opening products, the 1,4-product predominating. In all cases the double-bond configuration of the original vinylic telluride was preserved. The vinylic cuprates derived from simple vinylic tellurides and conjugated 1-telluroenynes react with epoxides at 0 degrees C, while vinylic cuprates derived from conjugated 1-tellurodienes required the addition of 1 equiv of BF3 . Et(2)O to give the homoallylic alcohols on reaction with epoxides. The opening of optically pure epoxides through tellurium/copper transmetalation is stereospecific, giving one single stereoisomer of the corresponding homoallylic alcohol.