2,3-dihydro-4H-naphtho<1,2-b>thiopyran | 7571-04-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,3-dihydro-4H-naphtho<1,2-b>thiopyran
• 英文别名: naphtho<1,2-b>dihydrothiopyran；2,4-dihydro-2H-naphtho[1,2-b]thiopyran；2,3-Dihydro-naphtho<1.2-b>-4H-thiapyran；3,4-Dihydro-2H-naphtho<1,2-b>thiopyran；3,4-Dihydro-2H-naphtho[1,2-b]thiopyran；3,4-dihydro-2H-benzo[h]thiochromene
• CAS: 7571-04-2
• 化学式: C₁₃H₁₂S
• 分子量: 200.304
• InChiKey: UHQPWHDPEKAVJF-UHFFFAOYSA-N

物化性质

• 沸点：
  163-165 °C(Press: 4 Torr)
• 密度：
  1.179±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,3-dihydro-4H-naphtho<1,2-b>thiopyran 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 以60%的产率得到2,3-dihydro-4H-naphtho<1,2-b>thiopyran 1-oxdie
  参考文献：
  名称：

  Still, Ian W. J.; Arora, Parkash C.; Hasan, S. Khaquan, Canadian Journal of Chemistry, 1981, vol. 59, p. 199 - 209

  摘要：

  DOI：
• 作为产物：
  描述：

  allyl 1-naphthyl sulfide 生成 2,3-dihydro-4H-naphtho<1,2-b>thiopyran
  参考文献：
  名称：

  FEDOROV, N. V.;GRISHKYAN, A. A.;ANISIMOVA, A. V.;VIKTOROVA, E. A., SOSTOYANIE I PERSPEKTIVY RAZVITIYA ASSORTIMENTA XIM. REAKTIVOV DLYA VAZHN+

  摘要：

  DOI：

文献信息

• An effective synthesis of fused cyclic thiopyrans and pyrans by molybdenum(VI) sulfide catalyzed reduction of the corresponding thiopyranones and pyranones
  作者：Toshio Takido、Kunio Itabashi、Yuzuru Takagi

  DOI：10.1002/jhet.5570320252

  日期：1995.3

  The synthesis of fused cyclic dihydrothiopyrans 2a-c from dihydrothiopyranones 1a-c and thiopyrans 2d-f from thiopyranones 1d-f by catalytic reduction over molybdenum(VI) sulfide (MoS3) has been studied. The hydrogenolysis of the carbonyl group of 1a-f over MoS3 catalyst proceeded selectively to give the corresponding 2a-f in high yields. Neither alcohols nor olefins were not detected in the products

  稠环dihydrothiopyrans的合成2a-c中从dihydrothiopyranones 1A-1C和噻喃2D-F从thiopyranones 1d的-F通过催化还原钼（VI）硫化物（MOS 3）进行了研究。1a-f的羰基在MoS 3催化剂上的氢解选择性进行，以高收率得到相应的2a-f。产品中均未检测到醇或烯烃。该方法也成功地用于由二氢吡喃酮1h和吡喃酮1g合成二氢吡喃2h和吡喃2g 。
• Direct Access to S-Heterocycles by Scandium(III) Triflate Catalyzed Cyclization of Aromatic Thiols and Diols
  作者：Maki Minakawa、Keisuke Minami、Yuya Sato

  DOI：10.1055/s-0040-1720350

  日期：2021.11

  A simple and environmentally friendly method to prepare S-heterocycles by cyclization of aromatic thiols and diols with H2O as a byproduct is described. The Sc(OTf)3-catalyzed dehydrative cyclizations of aromatic thiols and diols provided the corresponding thiopyran and thiophene derivatives. Control experiments were also performed to obtain insights into the reaction pathway

  摘要：描述了一种简单且环保的方法，通过芳香硫醇和二醇的环化反应制备S-杂环化合物，副产物为H2O。Sc(OTf)3催化的芳香硫醇和二醇的脱水环化反应提供了相应的硫吡喃和硫吲哚衍生物。还进行了对照实验，以深入了解反应途径。
• [3,3]-Sigmatropic rearrangement of allyl and 2-butenyl 1-naphthyl sulfides
  作者：R. G. Aukharieva、T. A. Danilova、A. V. Anisimov、E. A. Viktorova

  DOI：10.1007/bf00505684

  日期：1981.5
• FEDOROV, N. V.;GRISHKYAN, A. A.;ANISIMOVA, A. V.;VIKTOROVA, E. A., SOSTOYANIE I PERSPEKTIVY RAZVITIYA ASSORTIMENTA XIM. REAKTIVOV DLYA VAZHN+
  作者：FEDOROV, N. V.、GRISHKYAN, A. A.、ANISIMOVA, A. V.、VIKTOROVA, E. A.

  DOI：——

  日期：——
• NAKAZAWA, TOSHIKATSU;SHIOZAWA, YOSHIYUKI;SETSUDA, KAZUHIRO;ITABASHI, KUNI+, NIPPON KAGAKU KAJSI,(1989) N, S. 1103-1110
  作者：NAKAZAWA, TOSHIKATSU、SHIOZAWA, YOSHIYUKI、SETSUDA, KAZUHIRO、ITABASHI, KUNI+

  DOI：——

  日期：——