1-溴-4-(2-呋喃基)丁烷 | 66356-49-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 中文名称: 1-溴-4-(2-呋喃基)丁烷
• 英文名称: 2-(4-bromobutyl)furan
• 英文别名: 2-(4-Bromobutyl)-furan
• CAS: 66356-49-8
• 化学式: C₈H₁₁BrO
• 分子量: 203.079
• InChiKey: FDHJCSVJGZHEOQ-UHFFFAOYSA-N

物化性质

• 沸点：
  236.1±23.0 °C(Predicted)
• 密度：
  1.342±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-溴-4-(2-呋喃基)丁烷 在 叔丁基锂 、 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 25.0h， 生成 7-Furan-2-yl-hept-1-en-3-ol
  参考文献：
  名称：

  Rogers, Christine; Keay, Brian A., Canadian Journal of Chemistry, 1992, vol. 70, # 12, p. 2929 - 2947

  摘要：

  DOI：
• 作为产物：
  描述：

  5-溴戊酸乙酯 在 双(乙腈)氯化钯(II) 作用下， 以 乙醚 、 氘代乙腈 为溶剂， 生成 1-溴-4-(2-呋喃基)丁烷
  参考文献：
  名称：

  Stephen; Hashmi; Schwarz, Lothar, Chemische Berichte, 1997, vol. 130, # 10, p. 1449 - 1456

  摘要：

  DOI：

文献信息

• Allyl-Nickel Catalysis Enables Carbonyl Dehydrogenation and Oxidative Cycloalkenylation of Ketones
  作者：David Huang、Suzanne M. Szewczyk、Pengpeng Zhang、Timothy R. Newhouse

  DOI：10.1021/jacs.9b02552

  日期：2019.4.10

  of carbonyl compounds using allyl-nickel catalysis. This development overcomes several limitations of previously reported allyl-palladium-catalyzed oxidation, and is further leveraged for the development of an oxidative cycloalkenylation reaction that provides access to bicycloalkenones with fused, bridged, and spirocyclic ring systems using unactivated ketone and alkene precursors.

  我们在此公开了使用烯丙基-镍催化的第一排过渡金属催化的羰基化合物的α，β-脱氢的第一份报告。这一发展克服了先前报道的烯丙基-钯催化氧化的几个限制，并进一步用于开发氧化环烯基化反应，该反应提供了使用未活化的酮和烯烃前体获得具有稠合、桥连和螺环系统的双环烯酮的途径。
• Amino acid-promoted C–H alkylation with alkylboronic acids using a removable directing group
  作者：Yu Zhang、Hang Jiang、Dushen Chen、Yanghui Zhang

  DOI：10.1039/c6ob00674d

  日期：——

  Palladium-catalyzed C–H alkylation reaction with alkylboronic acids has successfully been developed using a removable pyridyldiisopropylsilyl directing group. The amino acid played a crucial role as a ligand in the reaction. The alkylation protocol is also applicable to the coupling of C(sp3)–H bonds with alkylboronic acids.

  钯催化的烷基硼酸与CH-H烷基化反应已使用可去除的吡啶基二异丙基甲硅烷基导向基团成功开发。氨基酸在反应中作为配体起着至关重要的作用。烷基化方案也适用于C（sp 3）–H键与烷基硼酸的偶联。
• Gold(I)-Catalyzed Intramolecular [4+3]-Cycloaddition Reactions with Furan Propargyl Esters as the Substrates: Carbenoid vs. Stabilized Allyl Cation
  作者：Benjamin Gung、Ryan Conyers、Josh Wonser

  DOI：10.1055/s-0033-1338946

  日期：——

  The tricyclic ring system with an oxabicyclo[3.2.1]octadiene and a fused six-membered ring was produced efficiently using the readily available propargyl ester furan substrate in the presence of a Au(I) complex. The reaction involves a tandem 3,3-rearrangement of the propargyl ester followed by an intramolecular [4+3]-cycloaddition reaction. Both the primary ligand of the gold complex (N-heterocyclic

  在 Au(I) 配合物的存在下，使用容易获得的炔丙酯呋喃底物有效地生产了具有氧杂双环 [3.2.1] 辛二烯和稠合六元环的三环系统。该反应包括炔丙酯的串联 3,3-重排，然后是分子内 [4+3]-环加成反应。金配合物的主要配体 (N-杂环卡宾; NHC) 和中性动态配体 (PhCN) 对反应的成功都很重要。
• Intramolecular Aza-[4+3] Cycloaddition Reactions of α-Halohydroxamates
  作者：Christopher Jeffrey、Arjun Acharya、John Eickhoff

  DOI：10.1055/s-0033-1338883

  日期：——

  polyhydroxylated azepanes. Polyheterocyclic scaffolds were prepared by intramolecular aza-[4+3] cycloaddition reactions of aza-oxyallylic cations with cyclic dienes. The aza-oxyallylic cation was generated in situ by the dehydrohalogenation of α-halohydroxamates. The highly functionalized heterocyclic products undergo a variety of reactions that provide useful scaffolds for target-directed synthesis, including

  这篇文章是在丹麦斯科特教授的60荣誉献给个生日。 抽象 通过将氮杂-羟基烯丙基阳离子与环状二烯进行分子内的氮杂-[4 + 3]环加成反应，制备多杂环支架。通过α-卤代异羟肟酸酯的脱卤化氢原位生成氮杂-羟基烯丙基阳离子。高度官能化的杂环产物会经历各种反应，这些反应可为靶标定向合成提供有用的支架，包括大环呋喃和多羟基化氮杂环庚烷。 通过将氮杂-羟基烯丙基阳离子与环状二烯进行分子内的氮杂-[4 + 3]环加成反应，制备多杂环支架。通过α-卤代异羟肟酸酯的脱卤化氢原位生成氮杂-羟基烯丙基阳离子。高度官能化的杂环产物会经历各种反应，这些反应可为靶标定向合成提供有用的支架，包括大环呋喃和多羟基化氮杂环庚烷。
• Cyclization substrates and 6.alpha.-substituted 19-norsteroid derivatives
  申请人：Akzona Incorporated

  公开号：US04186142A1

  公开（公告）日：1980-01-29

  Novel cyclization substrates of the formula: ##STR1## wherein: (a) R.sub.1 is H or alkyl of one to four carbons; (b) R.sub.2 is H or alkyl of one to four carbons, with the proviso that R.sub.1 is H when R.sub.2 is alkyl; and with the proviso that P.sub.2 is H when R.sub.1 is alkyl; (c) R.sub.3 is a leaving group selected from the group consisting of OH, alkoxy of one to four carbons, alkoxyalkyoxy of from two to about four carbons, acyloxy of from about one to about seven carbons, and trialkylsilyloxy; (d) R.sub.4 is halogen, alkoxy of from one to four carbons, hydrocarbyl of from one to about four carbons, hydrocarbyl of from one to about four carbons substituted by one or more (1) halogens or (2) alkoxy moieties of from one to two carbons; and (e) R.sub.5 is H, alkyl of one to six carbons, hydroxy, or an esterified or estherified moiety of (1) less than eight carbons selected from the group consisting of alkoxy, trialkylsilyloxy, aralkyloxy, cyclo-alkoxy, and heterocyclo-oxy radicals; (2) .alpha.-alkoxyalkoxy of from two to four carbons, and (3) acyloxy of from one to seven carbons; leads by way of a cyclization step to 6.alpha.-substituted steroidal derivatives of the formula: ##STR2## wherein R.sub.4 and R.sub.5 have the meaning above and R.sub.6 is alkyl of from one to about four carbons. The compounds of the formulae VI, VII and VIII are important intermediates for preparing wellknown biologically active 6.alpha.-substituted steroids.

  新型环化底物的化学式：##STR1##其中：(a) R.sub.1为H或含有一至四个碳的烷基；(b) R.sub.2为H或含有一至四个碳的烷基，但当R.sub.2为烷基时，R.sub.1为H；且当R.sub.1为烷基时，R.sub.2为H；(c) R.sub.3为从OH、含有一至四个碳的烷氧基、含有两至约四个碳的烷氧基的烷氧基、约一至约七个碳的酰氧基和三烷基硅氧基中选出的离去基；(d) R.sub.4为卤素、含有一至四个碳的烷氧基、含有一至约四个碳的烃基、含有一至约四个碳的烃基，该烃基被一个或多个(1)卤素或(2)含有一至两个碳的烷氧基取代；(e) R.sub.5为H、含有一至六个碳的烷基、羟基，或(1)来自于烷氧基、三烷基硅氧基、芳基氧基、环烷氧基和杂环氧基基团中选出的小于八个碳的酯化或酯基团；(2) 来自于含有两至四个碳的α-烷氧基基团；和(3) 来自于含有一至七个碳的酰氧基团；通过环化步骤导致6-α-取代类固醇衍生物的化学式：##STR2##其中R.sub.4和R.sub.5具有上述含义，R.sub.6为含有一至约四个碳的烷基。化合物VI、VII和VIII的重要中间体，用于制备已知的具有生物活性的6-α-取代类固醇。