40863-35-2

Basic information

• Product Name: 3-methyl-3-phenyl-3H-indole
• Synonyms: 3-methyl-3-phenyl-3H-indole
• CAS NO: 40863-35-2
• Molecular Weight: 207.275
• Mol File: 40863-35-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 3-methyl-3-phenyl-3H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyl-3-phenyl-3H-indole(40863-35-2)
• EPA Substance Registry System: 3-methyl-3-phenyl-3H-indole(40863-35-2)

Safety Data

• Hazardous Substances Data: 40863-35-2(Hazardous Substances Data)

Upstream product

• 83-34-1 3-Methylindole 
• 507233-69-4 triphenyl bismuth ⁽²⁺⁾; dichloride 
• 83566-44-3 tetraphenylbismuth 4-methylbenzenesulfonate 
• 34713-70-7 2-Phenylpropanal 
• 100-63-0 phenylhydrazine 

Downstream Products

• 10257-92-8 2-phenyl-3-methyl-1H-indole 
• 53388-83-3 (3-methyl-3-phenylindolin-1-yl)(phenyl)methanone 

Relevant articles and documents

Automated and accelerated synthesis of indole derivatives on a nano-scale

Automated, miniaturized and accelerated synthesis for efficient property optimization is a formidable challenge in chemistry in the 21st century as it helps to reduce resources and waste and can deliver products in shorter time frames. Here, we used for the first time acoustic droplet ejection (ADE) technology and fast quality control to screen the efficiency of synthetic reactions on a nanomole scale in an automated and miniaturized fashion. The interrupted Fischer indole combined with Ugi-type reactions yielded several attractive drug-like scaffolds. In 384-well plates, a diverse set of interrupted Fischer indole intermediates were produced and reacted with the tricyclic hydantoin backbone in a 2-step sequence. Similarly, preformed Fischer indole intermediates were used to produce diverse sets of Ugi products and the efficiency was compared with that of the in situ method. Multiple reactions were performed again on a preparative millimole scale, showing scalability from nano to mg and thus synthetic utility. An unprecedented large number of building blocks were used for fast scope and limitation studies (68 isocyanides, 72 carboxylic acids). Miniaturization and analysis of the generated big synthesis data enabled deeper exploration of the chemical space and permitted the gain of knowledge that was previously impractical or impossible, such as the rapid survey of reactions, and building block and functional group compatibility.

Rearrangement of 3,3-disubstituted indolenines and synthesis of 2,3-substituted indoles

(Diagram presented) Synthesis of 2,3-substituted indoles from phenylhydrazine and α-branched aldehydes via rearrangement of 3,3-disubstituted indolenine intermediates is reported.