50781-87-8

Usage

Uses

Used in Pharmaceutical Industry:
1-(Cyanomethyl)indoline is used as a key intermediate in the synthesis of various pharmaceuticals due to its ability to be easily modified and incorporated into complex molecular structures, contributing to the development of new drugs.
Used in Agrochemical Industry:
1-(Cyanomethyl)indoline serves as a vital component in the creation of agrochemicals, where it can be utilized to develop novel pesticides or other agricultural chemicals that improve crop protection and yield.
Used in Dye Industry:
1-(Cyanomethyl)indoline is used as a precursor in the production of dyes, taking advantage of its chemical properties to create a wide range of colors and hues for various applications.
Used in Optoelectronics:
1-(Cyanomethyl)indoline is used in the development of organic light-emitting diodes (OLEDs) and other optoelectronic applications, capitalizing on its high thermal stability, good electron transport ability, and strong fluorescence to enhance device performance and efficiency.

InChI:InChI=1/C10H10N2/c11-6-8-12-7-5-9-3-1-2-4-10(9)12/h1-4H,5,7-8H2

Upstream product

• 4414-73-7 1-Indolylacetonitrile 
• 67-56-1 methanol 
• 496-15-1 1-indoline 
• 7677-24-9 trimethylsilyl cyanide 
• 62-53-3 aniline 
• 2861-59-8 N-formylindoline 

Relevant academic research and scientific papers

Iron-catalyzed reductive strecker reaction

Strecker reaction is widely applied for the synthesis of amino acids from aldehydes, amines and cyanides. Herein, we report the FeI2-catalyzed reductive Strecker type reaction of formamides instead of aldehydes to produce amino acetonitriles. The challenging capture of carbinolamine intermediates by CN? was achieved via Fe catalysis. This approach afforded better yields than the use of Ir- or Rh-catalysts. The application ability of this methodology is demonstrated by 1) one-pot construction of (13C labeled) complex molecules from CO2 via amino acetonitrile intermediates and 2) convenient production of homologated carboxylic acids from aldehydes.

CURE ACCELERATORS FOR ANAEROBIC CURABLE COMPOSITIONS

Cure accelerators for anaerobic curable compositions, such as adhesives and sealants, are provided, and which are defined with reference to the compounds shown in structure I where A is CH2 or benzyl, R is C1-10 alkyl, R′ is H or Cs

Alpha-aminonitrile synthetic method

The invention discloses a one-pot alpha-aminonitrile synthetic method and belongs to the technical field of organic chemistry synthesis. Various benzene ring halogen substituted or nitrogen alkyl or aryl substituted secondary amine, fatty alcohol and aromatic alcohol are taken as raw materials, peroxide is taken as the oxidizing agent, trimethylsilyl cyanide is taken as the nucleophilic cyaniding reagent, various kinds of molysite are taken as the catalyst, and one-step oxidation-condensation-nucleophilic reaction, concentration and purification are conducted in a solvent at room temperature or under the heating condition to generate a finished product. The method has certain universality, reaction conditions are mild, requirements for production equipment are low, technology is simple, raw materials are easy to obtain, and popularization is easy. By the adoption of the method, high-yield and high-quality alpha-aminonitrile can be prepared. The method can be widely applied to industrial production of alpha-aminonitrile. The prepared alpha-aminonitrile can be widely applied to synthesis of bioactive compounds or functional materials including alpha-amino acid, 1,2-diamine, tetrahydroquinoline, alpha-amino-aldehyde, ketone or beta-amino alcohol and has broad market application prospects.

Iron-catalysed sequential reaction towards α-aminonitriles from secondary amines, primary alcohols and trimethylsilyl cyanide

We have developed a one-pot iron-catalysed sequential reaction of secondary amines with primary alcohols, trimethylsilyl cyanide and TBHP under mild reaction conditions to give the corresponding α-aminonitriles.

Properties of Bis(trifluoroacetoxy)borane as a Reducing Agent of Organic Compounds

Reactions of bis(trifluoroacetoxy)borane-THF (1) with compounds containing representative organic functional groups were studied to determine the usefulness of 1 as a selective reducing agent.Reducible functionalities were indoles, ketones, aldehydes, imines, and compounds that readily generate carbocations in trifluoroacetic acid.Many functionalities were inert to 1.Epoxides and ortho esters suffered decomposition under the reaction conditions.Olefins and acetylenes were not hydroborated, and carboxylic acids were not reduced by 1.

Reduction of indole compounds to indoline compounds

A method for reducing indole compounds to the corresponding indoline compounds substantially free of undesirable side reactions is described. The method involves contacting an indole compound with a borane complex reagent in the presence of trifluoroacetic acid. The method is rapidly and readily carried out and provides an excellent method for preparing certain indoline compounds from the corresponding indole compounds. A novel dioxyborane useful as a borane reagent is also disclosed.