12,15-bis(1-iodopentylidene)-12,15-dihydro-5H-dibenzo[d,i][1,2,6,8]dithiadiazacycloundecin-6(7H)-one | 1446474-40-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 12,15-bis(1-iodopentylidene)-12,15-dihydro-5H-dibenzo[d,i][1,2,6,8]dithiadiazacycloundecin-6(7H)-one
• CAS: 1446474-40-3
• 化学式: C₂₅H₂₈I₂N₂OS₂
• 分子量: 690.451
• InChiKey: DJZGYTBGXWMKNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.85
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  48.65
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  methyl 2-(hex-1-ynyl)phenylcarbamothioate 在 碘 、 caesium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以46%的产率得到(4E)-4-(1-iodopentylidene)-2-methoxy-4H-benzo[d][1,3]thiazine
  参考文献：
  名称：

  Studies on chalcogen-containing heterocycles. Part 38: Regio- and stereoselective tandem addition–iodocyclization of 2-ethynylphenyl isothiocyanates with N- and O-nucleophiles affording 4-(iodoalkylidene)benzo[d][1,3]thiazines

  摘要：

  The treatment of the o-ethynylphenyl isothiocyanates with primary and secondary amines in 1,2-DCE, followed by the addition of 12 and then heating resulted in the regio- and stereoselective tandem addition-iodocyclization to give the (4E)-2-amino-4-(1-iodomethylidene)benzo[d][1,3]thiazine derivatives as the sole product in high yields via the 6-exo-dig mode cyclization. The 2-alkoxy-1,3-benzothiazines were similarly produced from the o-ethynylphenyl isothiocyanates and the corresponding sodium alkoxides. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.05.069