<1,3>benzodioxolo<4,5-g>-1,2,3,4-tetrahydro-1-methylene-2-(trifluoroacetyl)isoquinoline | 132646-13-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: <1,3>benzodioxolo<4,5-g>-1,2,3,4-tetrahydro-1-methylene-2-(trifluoroacetyl)isoquinoline
• 英文别名: 2,2,2-Trifluoro-1-(5-methylidene-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-6-yl)ethanone
• CAS: 132646-13-0
• 化学式: C₁₃H₁₀F₃NO₃
• 分子量: 285.223
• InChiKey: DVGWTHZRDYBRMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  邻氨基苯甲酸 、 <1,3>benzodioxolo<4,5-g>-1,2,3,4-tetrahydro-1-methylene-2-(trifluoroacetyl)isoquinoline 在 亚硝酸异戊酯 、 三氯乙酸 作用下， 生成 N-(trifluoroacetyl)-6a,7-dehydroanonaine
  参考文献：
  名称：

  Intermolecular benzyne cycloaddition (IBC) approach to aporphinoids. Total syntheses of norcepharadione B, cepharadione B, dehydroanonaine, duguenaine, dehydronornuciferine, pontevedrine, O-methylatheroline, lysicamine, and alkaloid PO-3

  摘要：

  We describe a useful novel approach to the synthesis of aporphinoids, including dehydroaporphines, aristolactams, 4,5-dioxoaporphines, and 7-oxoaporphines, by means of intermolecular benzyne cycloaddition (IBC). Specifically, we report the total synthesis of the isoquinoline alkaloids norcepharadione B, cepharadione B, dehydroanonaine, duguenaine, dehydronornuciferine, pontevedrine, O-methylatheroline, lysicamine, and alkaloid PO-3.

  DOI：

  10.1021/jo00009a010
• 作为产物：
  描述：

  三氟乙酸酐 、 5-甲基-7,8-二氢-[1,3]二氧戊环并[4,5-G]异喹啉 在 吡啶 作用下， 反应 1.0h， 以82%的产率得到<1,3>benzodioxolo<4,5-g>-1,2,3,4-tetrahydro-1-methylene-2-(trifluoroacetyl)isoquinoline
  参考文献：
  名称：

  Intermolecular benzyne cycloaddition (IBC) approach to aporphinoids. Total syntheses of norcepharadione B, cepharadione B, dehydroanonaine, duguenaine, dehydronornuciferine, pontevedrine, O-methylatheroline, lysicamine, and alkaloid PO-3

  摘要：

  We describe a useful novel approach to the synthesis of aporphinoids, including dehydroaporphines, aristolactams, 4,5-dioxoaporphines, and 7-oxoaporphines, by means of intermolecular benzyne cycloaddition (IBC). Specifically, we report the total synthesis of the isoquinoline alkaloids norcepharadione B, cepharadione B, dehydroanonaine, duguenaine, dehydronornuciferine, pontevedrine, O-methylatheroline, lysicamine, and alkaloid PO-3.

  DOI：

  10.1021/jo00009a010

文献信息

• ATANES, N.;CASTEDO, L.;GUITIAN, E.;SAA, C.;SAA, J. M.;SUAU, R., J. ORG. CHEM., 56,(1991) N, C. 2984-2988
  作者：ATANES, N.、CASTEDO, L.、GUITIAN, E.、SAA, C.、SAA, J. M.、SUAU, R.

  DOI：——

  日期：——
• Intermolecular benzyne cycloaddition (IBC) approach to aporphinoids. Total syntheses of norcepharadione B, cepharadione B, dehydroanonaine, duguenaine, dehydronornuciferine, pontevedrine, O-methylatheroline, lysicamine, and alkaloid PO-3
  作者：N. Atanes、L. Castedo、E. Guitian、C. Saa、J. M. Saa、R. Suau

  DOI：10.1021/jo00009a010

  日期：1991.4

  We describe a useful novel approach to the synthesis of aporphinoids, including dehydroaporphines, aristolactams, 4,5-dioxoaporphines, and 7-oxoaporphines, by means of intermolecular benzyne cycloaddition (IBC). Specifically, we report the total synthesis of the isoquinoline alkaloids norcepharadione B, cepharadione B, dehydroanonaine, duguenaine, dehydronornuciferine, pontevedrine, O-methylatheroline, lysicamine, and alkaloid PO-3.