13174-97-5

Usage

InChI:InChI=1/C12H10N2/c1-8-6-7-13-12-11(8)9-4-2-3-5-10(9)14-12/h2-7H,1H3,(H,13,14)

Upstream product

• 13174-94-2 1-(4-methylpyridin-2-yl)-1H-benzo[d][1,2,3]triazole 
• 19933-06-3 4-methyl-N-phenyl-2-aminopyridine 
• 695-34-1 2-Amino-4-methylpyridine 
• 191419-07-5 2,3-dichloro-4-methylpyridine 
• 62-53-3 aniline 
• 1313869-85-0 3-chloro-4-methyl-N-phenylpyridin-2-amine 

Relevant academic research and scientific papers

A new route to α-carbolines based on 6π-electrocyclization of indole-3-alkenyl oximes

Indoles are converted into α-carbolines in four steps by acylation at C-3, Boc-protection, olefination of the resulting 3-indolyl aldehydes or ketones to give N-Boc-3-indolyl alkenyl oxime O-methyl ethers, which upon heating to 240 C under microwave irradiation undergo loss of the Boc-group, and 6π-electrocyclization to α-carbolines, following aromatization by loss of methanol (11 examples, 30-90% yield).

Synthesis of novel semi-squaraine derivatives and application in efficient dye-sensitized solar cells

A series of novel semi-squaraine sensitizers with various architectures and anchors have been synthesized and utilized in dye-sensitized solar cells. These dyes combine indole- or carboline-based electron rich units with strongly electron-withdrawing cyanoacetate moieties or other functional anchoring moieties. They were thoroughly characterized as per their structural, optical and electrochemical properties and the behavior of the as-prepared solar cells were examined in detail using linear sweep voltammetry, electrochemical impedance spectroscopy and DFT calculations. Amongst the herein reported dyes, AKSq1, incorporating a free hydroxyl group directly attached to the squarate ring, exerts the optimum performance in dye-sensitized solar cells, despite the fact that this dye presents the lowest extinction coefficient among the molecules under study. AKSq1 demonstrates power conversion efficiency of 2.63%, about 14% higher than the efficiency obtained with the corresponding reference dye, the commercially available, high-performance, metal-free dye D35, under the same cell fabrication and measuring conditions. This result is attributed to the presence of free squaryl hydroxyl moiety ensuring efficient dye chemisorption and the existence of a lipophilic dodecyl group preventing the aggregation of the squaraine sensitizer onto the semiconductor's surface either by itself, or via increased intercalation of the C12 chain with the chenodeoxycholic acid coadsorbent.

Synthesis of carbolines by photostimulated cyclization of anilinohalopyridines

A general synthetic route to prepare all four carboline regioisomers by photostimulated cyclization of anilinohalopyridines is described. The methodology affords various substituted carbolines in good to excellent yields. In the case of α-carbolines, the SRN1 methodology complements previously reported palladium-catalyzed cyclization approaches.

A new deprotection procedure for the n-methoxymethyl group of n-methoxymethyl-heterocyclic compounds

A new deprotection procedure regarding the N-methoxymethyl (MOM) group was revealed during the total synthesis of oxopropalines D and G. We describe the deprotection method of N-MOM-heterocyclic compounds and its utilization.