tert-butyl 3-acetoxy-2-methylene-5-phenylpent-4-ynoate | 1443359-51-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: tert-butyl 3-acetoxy-2-methylene-5-phenylpent-4-ynoate
• CAS: 1443359-51-0
• 化学式: C₁₈H₂₀O₄
• 分子量: 300.354
• InChiKey: BYNDRSJDYGTSRX-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  tert-butyl 3-acetoxy-2-methylene-5-phenylpent-4-ynoate 在 sodium azide 、 caesium carbonate 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 tert-butyl-7-amino-3-phenyl-[1,2,3]triazolo[1,5-a]pyridine-5-carboxylate
  参考文献：
  名称：

  Domino Aza-Annulations of Enynyl-/(Alkynyl)aryl-acetonitriles to Access Nitrogen-Enriched Heterocycles

  摘要：

  DOI：

  10.1021/acs.joc.2c01136

文献信息

• A Thioannulation Approach to Substituted Thiophenes from Morita–Baylis–Hillman Acetates of Acetylenic Aldehydes
  作者：Chada Raji Reddy、Reddi Rani Valleti、Motatipally Damoder Reddy

  DOI：10.1021/jo400567h

  日期：2013.7.5

  A new protocol has been developed for the synthesis of substituted thiophenes under mild and metal-free reaction conditions via the base-promoted thioannulation of Morita–Baylis–Hillman acetates of acetylenic aldehydes with potassium thioacetate involving a tandem allylic substitution/deacetylative 5-exo-dig-thiocycloisomerization. The obtained products provide an entry to 4H-thieno[3,2-c]chromene

  已开发出一种新的方案，用于在温和且无金属的反应条件下，通过Morita-Baylis-Hillman乙炔醛乙酸盐与硫代乙酸钾的碱促进硫代环化反应，合成串联噻吩取代/去乙酰化5-exo-挖-硫代环异构化。所获得的产物提供了4 H-噻吩并[3，2- c ]亚甲基和噻吩并[3，2- c ]二氢喹啉的入口。
• Synthesis of substituted 3-furanoates from MBH-acetates of acetylenic aldehydes via tandem isomerization–deacetylation–cycloisomerization: access to Elliott's alcohol
  作者：Chada Raji Reddy、Gaddam Krishna、Motatipally Damoder Reddy

  DOI：10.1039/c3ob42396d

  日期：——

  A new method for the synthesis of 5-substituted furan-3-carboxylates from Morita–Baylis–Hillman acetates of acetylenic aldehydes is reported. The process involves palladium-catalyzed isomerization followed by base-promoted deacetylation and cycloisomerization reactions. The utility of this chemistry is further demonstrated by the synthesis of Elliott's alcohol, a key intermediate of the pyrethroid resmethrins.

  报告了一种从乙炔醛的 MoritaâBaylisâHillman 乙酸酯合成 5-取代呋喃-3-羧酸酯的新方法。该过程包括钯催化异构化，然后进行碱促进的脱乙酰化和环异构化反应。通过合成埃利奥特醇（一种拟除虫菊酯类化合物除虫菊酯的关键中间体），进一步证明了这种化学方法的实用性。