93330-75-7

Upstream product

• 3340-79-2 2-(o-methylphenyl)-1,2,3,4-tetrahydroisoquinoline 
• 19158-51-1 P-toluenesulfonyl cyanide 
• 78-67-1 2,2'-azobis(isobutyronitrile) 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 615-37-2 ortho-methylphenyl iodide 
• 7677-24-9 trimethylsilyl cyanide 
• 97834-61-2 2-(2-methylphenyl)-3,4-dihydroisoquinolin-2-ium bromide 

Relevant academic research and scientific papers

Metal-based surface active ionic liquids: Self-assembling characteristics and C[sbnd]C bond functionalization of tertiary amines with TMSCN in aqueous micellar solutions

Metal-based surface active ionic liquids (MSAILs), 1-alkyl-3-methyl imidazoliumtetrachloromanganate [Cnmim][MnCl4]2 ? (n= 8,10,12) have been synthesized and characterized for self-assembling behavior in aqueous

Direct Near Infrared Light–Activatable Phthalocyanine Catalysts

The high penetration of near-infrared (NIR) light makes it effective for use in selective reactions under light-shielded conditions, such as in sealed reactors and deep tissues. Herein, we report the development of phthalocyanine catalysts directly activa

Synthesis method of alpha-cyanide

The invention relates to the field of synthesis of chemical products, in particular to a synthesis method of alpha-cyanide, the synthesis method comprises the following steps: starting from easily available tertiary amine compounds, respectively taking ch

Electrochemical strategies for: N -cyanation of secondary amines and α C -cyanation of tertiary amines under transition metal-free conditions

Transition metal-free electrochemical approaches for the N-cyanation of secondary amines and the α C-cyanation of tertiary amines have been well established, with products being obtained in moderate to good yields and with good functional group tolerance under ambient conditions. The synthetic application of the protocols has been highlighted through scale-up experiments in a galvanostatic mode. Preliminary mechanistic investigation has confirmed that TBAB played a critical role in N-cyanation transformation and has indicated that the transformation might proceed via a free radical process. This journal is

Electrochemically promoted oxidative α-cyanation of tertiary and secondary amines using cheap AIBN

The electrochemical α-cyanation of tertiary and secondary amines has been developed by using a cheap cyanide reagent, azobisisobutyronitrile (AIBN). The CN radical, generated throughn-Bu4NBr-meidated electrochemical oxidation, participates in a novel α-cyanation reaction under exogenous oxidant-free conditions.

Covalently hooked EOSIN-Y in a Zr(IV) framework as visible-light mediated, heterogeneous photocatalyst for efficient C–H functionalization of tertiary amines

Herein, we report the synthesis of a novel heterogeneous photo-catalyst by utilizing post-synthetic modification of an amine functionalized Zr(IV) metal-organic framework (UiO-66-NH2) through covalent hooking of EOSIN-Y via dehydrating coupling. The characterization of the catalyst was accomplished by FT-IR, XRD, BET surface analysis, TGA, as well as TEM, SEM, XPS, DRS-UV–visible, and NMR spectroscopy, confirming successful covalent linking of EOSIN-Y with the pendent –NH2 functionality in the framework. That post-modified EY@UiO-66-NH2 acts as simple and green visible light mediated photo-catalyst for the C–H activation of tertiary amines with excellent yields. Importantly, the activity of dye incorporated heterogeneous photo-catalyst is found superior to that for the homogeneous photo-catalyst EOSIN-Y. Thus, separation difficulty of homogeneous catalysis, as well as the environmental adverse effects of toxic EOSIN-Y can be excluded by developing such photo-catalyst. Moreover, EY@UiO-66-NH2 catalyst could be consistently recycled up to 10 cycles, without any significant loss in activity. Based on literature report and experimental findings, we also propose a plausible mechanism for the reaction.

Redox-neutral C–H cyanation of tetrahydroisoquinolines under photoredox catalysis

Redox-neutral cyanation of C–H bond adjacent to a nitrogen atom was achieved by using the combination of a photoredox catalyst and p-toluenesulfonyl cyanide. The reaction of tetrahydroisoquinolines proceeded smoothly, affording the corresponding cyanated products selectively in good to high yield. Although the reaction rate became slower in the case of the substrates having electron-withdrawing groups, high yields were achieved by elongating the reaction time. Although the yields were only moderate, the reaction conditions were also applicable to N,N-dialkylanilines.

Tetrahydroisoquinoline compounds as preparing animal miticiding the application of the medicament

The invention discloses application of a tetrahydroisoquinoline compound for preparing a drug killing animal mites. The compound has the molecular structure feature shown in the specification, wherein R is ortho-, meta- or para-alkyl, alkoxy, halogen, hydroxyl, nitro, trifluoromethyl, cyano group and the like. The compound has good activity in killing multiple animal mites like psoroptes communis cuniculi, which is superior to that of the clinical mite killing drug ivermectin, and has chemical stability and good compatibility with physiological environment.

A class of promising acaricidal tetrahydroisoquinoline derivatives: Synthesis, biological evaluation and structure-activity relationships

As part of our continuing research on isoquinoline acaricidal drugs, this paper reports the preparation of a series of the 2-aryl-1-cyano-1,2,3,4- tetrahydroisoquinolines with various substituents on the N-phenyl ring, their in vitro acaricidal activities against Psoroptes cuniculi, a mange mite, and discusses their SAR as well. The structures of all compounds, including 12 new ones, were elucidated by analysis of UV, IR, NMR, ESI-MS, HR-MS spectra and X-ray diffraction experiments. All target compounds showed varying degrees of activity at 0.4 mg/mL. Compound 1 showed the strongest activity, with a 50% lethal concentration value (LC50) of 0.2421 μg/mL and 50% lethal time value (LT50) of 7.79 h, comparable to the standard drug ivermectin (LC50 = 0.2474 μg/mL; LT50 = 20.9 h). The SAR showed that the substitution pattern on the N-aromatic ring exerted a significant effect on the activity. The substituents 2′-F, 3′-F, 2′-Cl, 2′-Br and 2′-CF3 remarkably enhanced the activity. Generally, for the isomers with the same substituents at different positions, the order of the activity was ortho > meta > para. It was concluded that the target compounds represent a class of novel promising candidates or lead compounds for the development of new tetrahydroisoquinoline acaricidal agents.

Visible-light photoredox catalyzed oxidative Strecker reaction

An aerobic photocatalytic oxidative cyanation of tertiary amines providing valuable α-aminonitriles in good to excellent yields was developed. Mild reaction conditions and low catalyst loading are attractive features of the protocol. The Royal Society of