8-nitro-6,7-dihydro-2H-thiazolo[3,2-a]pyridin-5(3H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 8-nitro-6,7-dihydro-2H-thiazolo[3,2-a]pyridin-5(3H)-one
• 英文别名: 8-Nitro-2,3,6,7-tetrahydro-[1,3]thiazolo[3,2-a]pyridin-5-one；8-nitro-2,3,6,7-tetrahydro-[1,3]thiazolo[3,2-a]pyridin-5-one
• 化学式: C₇H₈N₂O₃S
• 分子量: 200.218
• InChiKey: PKXIHMJTOFHHCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  91.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丙烯酰氯 、 2-(nitromethylene)thiazolidine 在 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以90%的产率得到8-nitro-6,7-dihydro-2H-thiazolo[3,2-a]pyridin-5(3H)-one
  参考文献：
  名称：

  Base-promoted new C–C bond formation: an expedient route for the preparation of thiazolo- and imidazolo-pyridinones via Michael addition

  摘要：

  Base-catalyzed one-pot cyclocondensation reactions of acryloyl and cinnamoyl chlorides with beta-nitroenamine derivatives have been performed under mild conditions and target 7-substituted thiazolo-[3,2-alpha] or imidazolo-[1,2-alpha]pyridin-5-one derivatives were prepared successfully in moderate to good yields. The cyclization reactions may proceed via Michael addition followed by iminoketene-amide tautomerization in view of the products formed. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.06.070

文献信息

• Base-promoted new C–C bond formation: an expedient route for the preparation of thiazolo- and imidazolo-pyridinones via Michael addition
  作者：Muhammet Yıldırım、Derya Çelikel、Naciye Evis、David W. Knight、Benson M. Kariuki

  DOI：10.1016/j.tet.2014.06.070

  日期：2014.9

  Base-catalyzed one-pot cyclocondensation reactions of acryloyl and cinnamoyl chlorides with beta-nitroenamine derivatives have been performed under mild conditions and target 7-substituted thiazolo-[3,2-alpha] or imidazolo-[1,2-alpha]pyridin-5-one derivatives were prepared successfully in moderate to good yields. The cyclization reactions may proceed via Michael addition followed by iminoketene-amide tautomerization in view of the products formed. (C) 2014 Elsevier Ltd. All rights reserved.