2-propyl-2H-benzo[g]chromene-5,10-dione | 437980-90-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 2-propyl-2H-benzo[g]chromene-5,10-dione
• CAS: 437980-90-0
• 化学式: C₁₆H₁₄O₃
• 分子量: 254.285
• InChiKey: AQLOXJHWYHZREA-UHFFFAOYSA-N

物化性质

• 熔点：
  56 °C
• 沸点：
  420.7±45.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-propyl-2H-benzo[g]chromene-5,10-dione 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 以100%的产率得到2-propyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
  参考文献：
  名称：

  THE DDQ MEDIATED CYCLIZATION PRODUCTS OF SOME 2-HYDROXY-3-(1?-ALKENYL)-1,4-NAPHTHOQUINONES

  摘要：

  The DDQ mediated cyclisation products derived from 2-hydroxy-3-(1'-alkenyl)-1,4-napthoquinones viz. (17) under bar were found to be temperature dependent. At 60degreesC the naphthofuranquinone (19) under bar was the predominant isomer whereas at 8degreesC, the naphthopyranquinone (18) under bar was exclusively formed.

  DOI：

  10.1081/scc-120002120
• 作为产物：
  描述：

  2-hydroxy-3(1'-hexenyl)-1,4-naphthoquinone 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 苯 为溶剂， 反应 36.0h， 以78%的产率得到2-propyl-2H-benzo[g]chromene-5,10-dione
  参考文献：
  名称：

  THE DDQ MEDIATED CYCLIZATION PRODUCTS OF SOME 2-HYDROXY-3-(1?-ALKENYL)-1,4-NAPHTHOQUINONES

  摘要：

  The DDQ mediated cyclisation products derived from 2-hydroxy-3-(1'-alkenyl)-1,4-napthoquinones viz. (17) under bar were found to be temperature dependent. At 60degreesC the naphthofuranquinone (19) under bar was the predominant isomer whereas at 8degreesC, the naphthopyranquinone (18) under bar was exclusively formed.

  DOI：

  10.1081/scc-120002120

文献信息

• A Concise Route for the Synthesis of Pyranonaphthoquinone Derivatives
  作者：Yong Rok Lee、Jung Hyun Choi、Dinh Thi Trinh、Nam Woo Kim

  DOI：10.1055/s-2005-916031

  日期：——

  An efficient synthesis of pyranonaphthoquinones is achieved by ethylenediamine diacetate-catalyzed reactions of 4-hydroxy-2-quinolones with a variety of α,β-unsaturated aldehydes in moderate yields. This method provides a rapid entry into biologically interesting α-lapachone derivatives with a variety of substituents on the pyran ring.

  通过乙二胺二乙酸盐催化4-羟基-2-喹诺酮与多种α,β-不饱和醛的反应，可高效合成吡喞萘醌类化合物，产率适中。该方法为快速合成具有多种吡喃环取代基的生物学上引人关注的α-拉帕醇衍生物提供了便捷途径。
• Synthesis of fused chromene-1,4-naphthoquinones via ring-closing metathesis and Knoevenagel-electrocyclization under acid catalysis and microwave irradiation
  作者：David R. da Rocha、Kelly Mota、Illana M.C.B. da Silva、Vitor F. Ferreira、Sabrina B. Ferreira、Fernando de C. da Silva

  DOI：10.1016/j.tet.2013.11.068

  日期：2014.5

  Two complementary methodologies involving olefin ring-closing metathesis and Knoevenagel-electrocyclization were utilized for the synthesis of alpha-xyloidones and fused chromene-1,4-naphthoquinones 5f-n and 6. The latter methodology was performed under acid catalysis or microwave irradiation allowing the synthesis of alpha-xyloidones 5f-j in moderate to good yield, which could not be obtained via the Knoevenagel-electrocyclization method. On the other hand, the lawsone bis-alkylation (C and 0) then RCM olefin enabled the preparation of simple xyloidone 5m-n and the oxepin-1,4-naphthoquinones 6. (C) 2013 Elsevier Ltd. All rights reserved.
• THE DDQ MEDIATED CYCLIZATION PRODUCTS OF SOME 2-HYDROXY-3-(1?-ALKENYL)-1,4-NAPHTHOQUINONES
  作者：Farouk Ameer、Robin Giles、Ivan Green、Kyatanahalli Nagabhushana

  DOI：10.1081/scc-120002120

  日期：——

  The DDQ mediated cyclisation products derived from 2-hydroxy-3-(1'-alkenyl)-1,4-napthoquinones viz. (17) under bar were found to be temperature dependent. At 60degreesC the naphthofuranquinone (19) under bar was the predominant isomer whereas at 8degreesC, the naphthopyranquinone (18) under bar was exclusively formed.