2-methylene-2,3-dihydrobenzofuran | 74104-12-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: 2-methylene-2,3-dihydrobenzofuran
• 英文别名: Methylenedihydrobenzofuran；2-methylidene-3H-1-benzofuran
• CAS: 74104-12-4
• 化学式: C₉H₈O
• 分子量: 132.162
• InChiKey: RNIMKRYOMAMHMJ-UHFFFAOYSA-N

物化性质

• 沸点：
  196-197 °C(Press: 744 Torr)
• 密度：
  1.050 g/cm3(Temp: 24 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-苯基-2-丙烯-1-醇 、 2-methylene-2,3-dihydrobenzofuran 在 iron(II) triflate 、 5-((11bS)-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)-5H-dibenzo[b,f]azepine 、 bis(1,5-cyclooctadiene)diiridium(I) dichloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 36.0h， 以80%的产率得到
  参考文献：
  名称：

  铱催化的不对称烯丙基芳构化反应

  摘要：

  本文描述的是一种不对称的烯丙基芳构化（AAAr）策略，该方法在铱催化的烯丙基取代反应中采用易于接近的苄基亲核试剂等价物，并伴随通过芳构化形成芳环。优化的反应条件涉及衍生自市售铱前体和Carreira配体的催化剂，可与衍生自4-或5-甲基恶唑，5-甲基噻唑，4-或5-甲基呋喃，2-或3-呋喃的苄基亲核试剂的当量相容甲基苯并呋喃，3-甲基苯并噻吩，3-甲基吲哚，1-甲基萘和甲基苯。该策略提供对映纯形式的直接获得有价值的杂环芳香族化合物的方法，该芳香族芳香族化合物带有对映纯形式的均具有苄基立体异构中心。

  DOI：

  10.1002/anie.201904156
• 作为产物：
  描述：

  2,3-dihydro-2-<(phenylseleno)methyl>benzofuran 在 双氧水 、 碳酸氢钠 作用下， 以 甲醇 、 苯 为溶剂， 反应 3.5h， 生成 2-methylene-2,3-dihydrobenzofuran
  参考文献：
  名称：

  Elimination reactions of terminal .beta.-oxy selenoxides. Synthesis of aryl and vinyl enol ethers and of furans, oxazoles, and thiazoles

  摘要：

  Elimination reactions of terminal selenoxides holding an alkoxy group in the beta position, RCH-(OR)CH2SeOPh, are usually difficult and can give rise to complex reaction mixtures. We report that these reactions take place more easily whenever the oxygen atom is linked to an unsaturated group (-CH=CHR, -Ar, -CR=O, -CH=NR). These selenoxides are easily available, and the elimination reaction was employed to effect useful syntheses of both open-chain and cyclic aryl and vinyl enol ethers. Moreover, by simple isomerization with acids or bases the cyclic derivatives can be transformed into the corresponding furans. The same procedure has been employed to synthesize substituted oxazoles and thiazoles also.

  DOI：

  10.1021/jo00058a011

文献信息

• Cobalt Catalyzed Addition of α, α-Difluoroiodomethyl Ketones to Alkenes/ Alkynes
  作者：Jun Pan、Hanyang Li、Jingjing Wu、Fanhong Wu

  DOI：10.1016/j.jorganchem.2021.121818

  日期：2021.7

  difluoroalkylation reaction of alkenes/alkynes with difluoroacyl iodides was reported, which provided an efficient and convenient access to diverse α, α-difluoroketone derivatives. The mild conditions allow for a broad substrate scope including alkenes and alkynes, as well as good functional group toleration. Mechanism investigation showed that a difluoroalkyl radical is formed in the reaction pathway.

  据报道，烯烃/炔烃与二氟酰基碘的钴催化的二氟烷基化反应，提供了一种有效且方便的途径来获得各种α，α-二氟酮衍生物。温和的条件允许广泛的底物范围，包括烯烃和炔烃，以及良好的官能团耐受性。机理研究表明，在反应路径中形成了二氟烷基。
• Revisit to the reduction of allylic chlorides to less substituted olefins by a low-valent chromium species in the presence of a proton source
  作者：Mineko Omoto、Nobuo Kato、Tetsuya Sogon、Akira Mori

  DOI：10.1016/s0040-4039(00)02140-7

  日期：2001.1

  Allylic chlorides have been reduced to afford less substituted olefins by a low-valent chromium species in the presence of an alcoholic proton source. This process certainly has synthetic benefits since the regio-selectivity of the reduction is high and the reaction conditions are mild and nearly neutral.

  在醇性质子源的存在下，烯丙基氯化物已还原为低价铬物质，从而得到较少取代的烯烃。由于还原的区域选择性高且反应条件温和且接近中性，因此该方法当然具有合成益处。
• Diastereoselective Syntheses of Chroman Spiroketals via [4 + 2] Cycloaddition of Enol Ethers and <i>o-</i>Quinone Methides
  作者：Maurice A. Marsini、Yaodong Huang、Christopher C. Lindsey、Kun-Liang Wu、Thomas R. R. Pettus

  DOI：10.1021/ol8003244

  日期：2008.4.1

  A variety of chroman spiroketals are synthesized via inverse-demand [4 + 2] cycloaddition of enol ethers and ortho-quinone methides (o-QMs). Low temperature o-QM generation in situ allows for the kinetic, diastereoselective construction of these motifs, providing entry to a number of unusual chroman spiroketal natural products.

  通过烯醇醚和邻醌甲基化物 (o-QM) 的逆需求 [4 + 2] 环加成反应合成了多种色满螺酮。原位低温 o-QM 生成允许这些基序的动力学、非对映选择性构建，为许多不寻常的 chroman spiroketal 天然产物提供入口。
• NOVEL ADENINE COMPOUND AND USE THEREOF
  申请人：ISOBE Yoshiaki

  公开号：US20120178743A1

  公开（公告）日：2012-07-12

  An antiallergic agent for topical administration containing an adenine compound of general formula (1): [wherein ring A represents a 6 to 10 membered, mono or bicyclic, aromatic hydrocarbon or a 5 to 10 membered, mono or bicyclic, aromatic heterocycle containing one to three heteroatoms selected among 0 to 2 nitrogen atoms, 0 or 1 oxygen atom, and 0 or 1 sulfur atom; n is an integer of 0 to 2; m is an integer of 0 to 2; R represents halogeno, (un)substituted alkyl, etc.; X 1 represents oxygen, sulfur, NR 1 (R 1 represents hydrogen or alkyl), or a single bond; Y 1 represents a single bond, alkylene, etc.; Y 2 represents a single bond, alkylene, etc.; Z represents alkylene; and at least one of Q 1 and Q 2 represents —COOR 10 (wherein R 10 represents (un)substituted alkyl, etc.), etc.] or a pharmaceutically acceptable salt of the compound.

  一种用于局部给药的抗过敏剂，包含一种通式（1）的腺嘌呤化合物：[其中环A代表一个6到10个成员的单环或双环芳香烃或一个5到10个成员的单环或双环芳香杂环，其中包含1到3个杂原子，选择自0到2个氮原子，0或1个氧原子和0或1个硫原子；n是0到2的整数；m是0到2的整数；R代表卤素，（未）取代的烷基等；X1代表氧，硫，NR1（R1代表氢或烷基）或单键；Y1代表单键，亚烷基等；Y2代表单键，亚烷基等；Z代表亚烷基；且Q1和Q2中的至少一个代表—COOR10（其中R10代表（未）取代的烷基等），等的药学上可接受的盐。
• Pyridazinone Derivatives Useful as Glucan Synthase Inhibitors
  申请人：Ting Pauline C.

  公开号：US20090170861A1

  公开（公告）日：2009-07-02

  In its many embodiments, the present invention provides -substituted pyridazinone compounds as glucan synthase inhibitors, methods of preparing such compounds, pharmaceutical including one or more of such compounds, methods of preparing pharmaceutical formulations including one or more such compounds or one or more such compounds along with other antifungal agents, and methods of treatment, prevention, inhibition, or amelioration of one or more fungal infections associated with glucan synthase using such compounds or pharmaceutical compositions.

  在其多种实施方式中，本发明提供了取代的吡啶嗪酮化合物作为葡聚糖合成酶抑制剂，制备这种化合物的方法，包括一种或多种这种化合物的制药物，制备包括一种或多种这种化合物或一种或多种这种化合物与其他抗真菌药物共同使用的制药配方的方法，以及使用这种化合物或制药组合物治疗、预防、抑制或改善与葡聚糖合成酶相关的一种或多种真菌感染的方法。