856112-38-4

Usage

Molecular structure

1H-Indole-3-carbonitrile, 2-(bromomethyl)-1-(phenylsulfonyl)is a complex molecule that consists of an indole ring system with a carbonitrile group (CN) attached to the 3-position, a bromomethyl group (CH2Br) attached to the 2-position, and a phenylsulfonyl group (PhSO2) attached to the 1-position.

Functional groups

The presence of a carbonitrile group, a bromomethyl group, and a phenylsulfonyl group gives 1H-Indole-3-carbonitrile, 2-(bromomethyl)-1-(phenylsulfonyl)- unique chemical properties and reactivity.

Versatile compound

Due to its functional groups, 1H-Indole-3-carbonitrile, 2-(bromomethyl)-1-(phenylsulfonyl)- can be used as a building block in the synthesis of various biologically active compounds.

Potential applications

1H-Indole-3-carbonitrile, 2-(bromomethyl)-1-(phenylsulfonyl)has potential applications in the pharmaceutical and agrochemical industries as a building block for the synthesis of drugs and crop protection agents.

Interesting target for research

Its unique structure and diverse reactivity make it an interesting target for synthetic chemists and medicinal chemists looking to develop new compounds with specific biological activities.

Upstream product

• 856112-10-2 1-phenylsulfonyl-2-methyl-3-cyanoindole 

Downstream Products

• 856110-94-6 1-phenylsulfonyl-3-cyano-2-phenylthiomethylindole 
• 1269632-68-9 diethyl-1-phenylsulfonyl-(3-cyano-indol-2-yl)methylphosphonate 

Relevant academic research and scientific papers

Synthesis of di-, tri-, and tetra-substituted carbazole analogs involving annulation methodology

Synthesis of substituted carbazole analogs was achieved via Michael addition followed by intramolecular cyclization and subsequent aromatization.

Unusual dimerization of N-protected bromomethylindoles/benzyl bromide with arylmetal halides: generation of indolylmethyl/benzyl radical

A detailed study on the interaction of N-protected bromomethylindoles with various types of aryl/alkyl Grignard is reported. Full experimental details on the mechanism of the unusual dimerization reaction are presented.

Synthesis of N-protected indolaldehydes using modified Hass procedure

A detailed study on oxidation of N-protected bromomethylindoles into the respective aldehydes was carried out. Using a modified Hass procedure, synthesis of aryl-/hetero-aryl aldehydes in particular indolaldehydes is achieved in reasonable yields.

A facile synthesis of 1-phenylsulfonyl-3-substituted-2-cyanoindoles, 1-phenylsulfonyl-2-methyl-3-cyanoindoles, and bifunctional 1- phenylsulfonylindoles

A facile 'one-pot' introduction of the cyano group into the 2/3-position of indole has been developed from the corresponding aldehydes using anhydrous aluminum chloride and sodium azide. Georg Thieme Verlag Stuttgart.

Unusual dimerization of N-protected bromomethylindoles using phenylmagnesium chloride

A novel dimerization of N-protected bromomethylindoles involving an exchange reaction with phenylmagnesium chloride is reported.

Stille carbonylation of N-protected bromomethylindoles

A variety of N-protected indolylmethylbromides are carbonylated using 5 mol % Pd(PPh3)2Cl2 under Stille conditions in the presence of an alcohol to afford the corresponding methyl/ethyl esters.

A facile preparation of N-protected indolaldehydes using a modified Hass procedure

The preparation of a variety of N-protected indolaldehydes is reported via the reaction of N-protected bromomethylindoles with 2-nitropropane using NaH/DMF.

An efficient preparation of 1-phenylsulfonylindolyl methyl sulfoxides using KF/m-CPBA

A variety of 1-phenylsulfonylindolylmethyl sulfides are selectively oxidized to the corresponding sulfoxides using a hitherto unexplored KF/m-CPBA system. A major advantage is the absence of over-oxidation.