40863-35-2

Upstream product

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

Downstream Products

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

Relevant academic research and scientific papers

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.

A simple method for the direct arylation of indoles

The scope and limitations are described for a powerful new method to access indoles bearing a quaternary center at C-3 using easily accessible bisaryl λ3-iodanes and a cheap organic base.

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.

The Chemistry of Pentavalent Organobismuth Reagents. Part 7. The Possible Role of Radical Mechanisms in the Phenylation Process for Bismuth(V), and Related Lead(IV), Iodine(III), and Antimony(V) Reagents

The phenylation reactions of bismuth(V), lead(IV), and iodine(III) have been examined to test the presence or absence of phenyl radicals.In the case of several bismuth(V) reactions the presence of phenyl radicals has been detected, but it has been shown, by use of a large excess of radical trapping agent, that these radicals have nothing to do with the phenylation process.In the same way, the other phenylation reactions fail to respond to a large excess of a radical trap.