18781-58-3

Basic information

• Product Name: 2,3,3-Trimethyl-2,3-dihydro-1H-indole
• Synonyms: 2,3,3-Trimethyl-2,3-dihydro-1H-indole;2,3-Dihydro-2,3,3-trimethyl-1H-indole
• CAS NO: 18781-58-3
• Molecular Formula: C₁₁H₁₅N
• Molecular Weight: 161.24
• Mol File: 18781-58-3.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 118 °C(Press: 19 Torr)
• Appearance: /
• Density: 0.932±0.06 g/cm3(Predicted)
• PKA: 5.35±0.60(Predicted)
• CAS DataBase Reference: 2,3,3-Trimethyl-2,3-dihydro-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,3-Trimethyl-2,3-dihydro-1H-indole(18781-58-3)
• EPA Substance Registry System: 2,3,3-Trimethyl-2,3-dihydro-1H-indole(18781-58-3)

Safety Data

• Hazardous Substances Data: 18781-58-3(Hazardous Substances Data)

Usage

General Description

2,3,3-Trimethyl-2,3-dihydro-1H-indole, also known as tetrahydroharman, is a chemical compound with a molecular formula of C12H15N. It is a naturally occurring alkaloid found in a variety of plant species, including the Peganum harmala, commonly known as Syrian rue. Tetrahydroharman is known for its psychoactive properties and has been used in traditional medicine and religious rituals in various cultures. It has been studied for its potential therapeutic effects on conditions such as depression, anxiety, and neurodegenerative diseases. The compound is also being investigated for its potential role in drug development and is the subject of ongoing research in the field of psychopharmacology.

Upstream product

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Downstream Products

• 1640-39-7 2,3,3-trimethylindoleniune 
• 1612872-77-1 N-(1-acetyl-2,3,3-trimethylindolin-7-yl)-4-methylbenzenesulfonamide 

Relevant articles and documents

Cu-Catalyzed Chemoselective Reduction of N-Heteroaromatics with NH3·BH3 in Aqueous Solution

An efficient catalytic system was successfully developed on reduction of N-heteroaromatics with H3N?BH3 as hydrogen source in CuSO4 solution, featuring excellent chemoselectivity as well as very broad functional group tolerance. Various challenging substrates, such as OH-, NH2-, Cl-, Br-, etc., contained quinolines, quinoxalines, 1,5-naphthyridines and quinazolines were all reduced smoothly. Mechanistic studies suggested that [Cu-H] intermediate might be generated from NH3?BH3, which was believed to form with H3N?BH3 in CuSO4 solution.

METHOD FOR PRODUCING OPTICALLY ACTIVE COMPOUND, AND NOVEL METAL-DIAMINE COMPLEX

The present invention pertains to a method for producing an optically active compound which includes a step for reducing an imino group of an imine compound or a step for reducing an unsaturated bond of a heterocyclic compound, while in the presence of hydrogen gas as a hydrogen donor and one or more types of complexes selected from a group consisting of a complex represented by general formula (1), a complex represented by general formula (2), a complex represented by general formula (3), and a complex represented by general formula (4) (the general formulas (1)-(4) are as stipulated by claim 1).

Oxidative palladium(II)-catalyzed dehydrogenative C-H/C-H cross-coupling of 2,3-substituted indolines with arenes at the C7 position

Directed directing group: The C7 position of the indoline nucleus is difficult to address in C-H activation. An oxidative palladium(II) catalysis that allows for cross-dehydrogenative coupling in that position with activation of the C-H bond of the arene component is disclosed here. This C-H/C-H cross-coupling is applicable to various indolines acetylated at the nitrogen atom. Substitution at C2 is crucial for the C-H activation to occur at C7 (see scheme).