• Issue

    Chinese Journal of Chemistry: Volume 33, Issue 11

    1221-1320
    November, 2015

Cover Picture

Free Access

Cover Picture: A Short Synthesis of Clionamine D (Chin. J. Chem. 11/2015)

  • Page: 1221
  • First Published: 17 November 2015
Cover Picture: A Short Synthesis of Clionamine D (Chin. J. Chem. 11/2015)

The cover picture shows a short and efficient synthesis of clionamine D. Steroidal α-methylene-γ-lactones are versatile intermediates for synthesizing related natural products such as clionamines A–D, a family of marine natural alkaloids with potent autophagy bioactivities and unprecedented chemical structures. Employing single oxygen to break the C22-C23 double bond via a [2+2]/retro-[2+2] process, Shi and Tian et al. have developed a scalable, four-step procedure to prepare α-methylene-γ-lactone directly from steroidal sapogenin–needn't prepare dinorcholanic lactone first. A synthesis of clionamine D was therefore achieved in eight steps with an overall yield of 31%. More details are discussed in the article by Tian et al. on page 1235–1238.

Contents

Free Access

Contents: Chin. J. Chem. 11/2015

  • Pages: 1223-1227
  • First Published: 17 November 2015

Communications

Preparation, Crystal Structure and Properties of a New Crystal Form of Diammonium 5,5′-bistetrazole-1,1′-diolate

  • Pages: 1229-1234
  • First Published: 28 October 2015
Preparation, Crystal Structure and Properties of a New Crystal Form of Diammonium 5,5′-bistetrazole-1,1′-diolate

A new crystal form of diammonium 5,5′-bistetrazole-1,1′-diolate (1) was prepared by two different novel methods and found as monoclinic and space group of P21/c (14). The thermal decomposition analysis and sensitivities test towards impact, friction of 1 indicated that 1 has much lower sensitivities than those of RDX/HMX and comparable to those of TNT, which suggested that 1 could be used as a good candidate of new insensitive energetic compound.

A Short Synthesis of Clionamine D

  • Pages: 1235-1238
  • First Published: 28 October 2015
A Short Synthesis of Clionamine D

A convenient preparation of α-methylene-γ-lactone 3 from tigogenin was developed, which enabled an efficient synthesis of clionamine D, a natural aminosteroid with the autophagy bioactivity and anunprecedented spirobislactone structure.

Organocatalytic Oxidative Amidation of Aldehydes with Tetrazoles to Construct 2,5-Diaryl 1,3,4-Oxadiazoles

  • Pages: 1239-1243
  • First Published: 28 October 2015
Organocatalytic Oxidative Amidation of Aldehydes with Tetrazoles to Construct 2,5-Diaryl 1,3,4-Oxadiazoles

Organocatalytic oxidative amidation of aldehydes with tetrazoles to deliver 1,3,4-oxadiazoles via one-pot fashion using TBAI/TBHP system is developed.

Full Papers

Efficient One-Pot Access to 2,9-Dihydrothiopyrano[2,3-b]indole Scaffolds Showing Large Stokes Shifts

  • Pages: 1244-1250
  • First Published: 28 October 2015
Efficient One-Pot Access to 2,9-Dihydrothiopyrano[2,3-b]indole Scaffolds Showing Large Stokes Shifts

A wide range of functionalized 2,9-dihydrothiopyrano[2,3-b]indoles were realized in good to high yields. Interestingly, these compounds have shown large Stokes shift values ranging from 5750–6081 cm−1.

Intramolecular Charge Transfer-Enhanced BODIPY Photosensitizer in Photoinduced Electron Transfer and Its Application to Photoxidation under Mild Condition

  • Pages: 1251-1258
  • First Published: 28 October 2015
Intramolecular Charge Transfer-Enhanced BODIPY Photosensitizer in Photoinduced Electron Transfer and Its Application to Photoxidation under Mild Condition

In air atmosphere, photosensitizer B-3 can generate superoxide anion radical more rapidly as a consequence of enhanced photoinduced electron transfer process. As expected, the conversion rate of 1,4-DHP can reach to 98.2% within 28 min.

Cyanate Ester/Functionalized Silica Nanocomposite: Synthesis, Characterization and Properties

  • Pages: 1259-1268
  • First Published: 28 October 2015
Cyanate Ester/Functionalized Silica Nanocomposite: Synthesis, Characterization and Properties

A novel functionalized silica nanocomposite (F-SiO2), with 5-isocyanato-1-isocyanatomethyl-1,3,3-trimethylcyclohexane (IPDI) acting as a linking agent to connect hydroxyl-terminated polybutadiene (HTPB) and silica, was prepared to modify the bisphenol A dicyanate ester (BADCy). The incorporation of appropriate content of modified F-SiO2 can enhance the mechanical properties of BADCy resin. In addition, the thermal stability of BADCy/F-SiO2 nanocomposties is also superior to that of pure BADCy resin.

Design, Synthesis, Antifungal Activities and SARs of (R)-2-Aryl-4,5-dihydrothiazole-4-carboxylic Acid Derivatives

  • Pages: 1269-1275
  • First Published: 13 November 2015
Design, Synthesis, Antifungal Activities and SARs of (R)-2-Aryl-4,5-dihydrothiazole-4-carboxylic Acid Derivatives

A series of (R)-2-phenyl-4,5-dihydrothiazole-4-carboxylic acid derivatives were designed, synthesized, and tested for their antifungal activities.

Synthesis and Acid-Catalyzed Cyclization of 2-Alkenylstilbenes: a New Approach to the Substituted Indenes

  • Pages: 1276-1286
  • First Published: 13 November 2015
Synthesis and Acid-Catalyzed Cyclization of 2-Alkenylstilbenes: a New Approach to the Substituted Indenes

A base-catalyzed ring-opening of 1-benzylisochromans 1 firstly produced 2-alkenylstilbenes 2, which then underwent a mild acid-catalyzed intramolecular cyclization to furnish 1,2-disubstituted indenes 3 in high yields. Subsequently, a base-catalyzed isomerization of the 1,2-disubstituted indenes 3 afforded the more stable 2,3-disubstituted indenes 4 in almost quantitative yields.

First Total Synthesis of (±)-Latifolin and Its Antioxidant Mechanism

  • Pages: 1287-1292
  • First Published: 29 September 2015
First Total Synthesis of (±)-Latifolin and Its Antioxidant Mechanism

The first total synthesis of (±)-latifolin has been accomplished in six steps and 47.8% overall yield. Based on DPPH-scavenging assay and density functional theory (DFT) studies, the H-atom abstraction of latifolin should take place in the phenolic 5-OH rather than benzhydryl 7-CH.

Fabrication of Porous Nitrogen-Doped Carbon Materials as Anodes for High-Performance Lithium Ion Batteries

  • Pages: 1293-1302
  • First Published: 13 November 2015
Fabrication of Porous Nitrogen-Doped Carbon Materials as Anodes for High-Performance Lithium Ion Batteries

A porous nitrogen-doped carbon material was fabricated by using nitrogen containing gelatin as the carbon source and nano-silica obtained by a simple flame synthesis approach as the template. The as-prepared carbons (especially the HNC-700) delivered optimal reversible capacities of 1084 mAh·g−1 at the current density of 37.2 mA·g−1 (0.1 C) and 309 mAh·g−1 even at 3.72 A·g−1 (10 C). These results suggest that the as-obtained carbon materials would be promising anode materials for lithium ion batteries.

Preparation and Electrochemical Performance of Li[Ni1/3Co1/3Mn1/3]O2 Synthesized Using Li2CO3 as Template

  • Pages: 1303-1309
  • First Published: 13 November 2015
Preparation and Electrochemical Performance of Li[Ni1/3Co1/3Mn1/3]O2 Synthesized Using Li2CO3 as Template

The porous Li[Ni1/3Co1/3Mn1/3]O2 has been synthesized via a facile carbonate co-precipitation method using Li2CO3 as template and lithium-source. The porous structure of Li[Ni1/3Co1/3Mn1/3]O2 can offer more Li+ location and shorten the distance of Li+ ion and electron, resulting in excellent electrochemical performance.

A Highly Selective Chemosensor for Cu2+ Based on a Diarylethene Linking an Aminoquinoline Unit

  • Pages: 1310-1316
  • First Published: 13 November 2015
A Highly Selective Chemosensor for Cu2+ Based on a Diarylethene Linking an Aminoquinoline Unit

Diarylethene 1 can undergo photochromism when irradiated with 297 nm UV light and visible light while its photochromism could be blocked after addition of Cu2+.

Note

An Efficient Copper-Catalyzed One-Pot Synthesis of 1-Aryl-1,2,3-triazoles from Arylboronic Acids in Water under Mild Conditions

  • Pages: 1317-1320
  • First Published: 13 November 2015
An Efficient Copper-Catalyzed One-Pot Synthesis of 1-Aryl-1,2,3-triazoles from Arylboronic Acids in Water under Mild Conditions

A new one-pot two-step procedure was developed to prepare 1-aryl-1,2,3-triazoles in good to excellent yields from arylboronic acids in water under mild and operationally simple conditions.