14548-40-4

Usage

Uses

Used in Scientific Research:
6-Iodo-1-Indanone is used as a building block in organic chemistry for the synthesis of more complex molecules. Its unique structure and reactivity make it a valuable component in the development of new compounds with various applications.
Used in Organic Chemistry:
6-Iodo-1-Indanone is utilized as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals. Its iodo substituent at the 6th position allows for further functionalization and modification, enabling the creation of a wide range of derivatives with specific properties and functions.

InChI:InChI=1/C9H7IO/c10-7-3-1-6-2-4-9(11)8(6)5-7/h1,3,5H,2,4H2

Upstream product

• 7664-93-9 sulfuric acid 
• 1643-29-4 3-(4-iodophenyl)propionic acid 
• 69975-65-1 6-aminoindan-1-one 
• 24623-24-3 6-nitroindan-1-one 
• 83-33-0 inden-1-one 

Downstream Products

• 1334709-21-5 (E)-2-[4-(dimethylamino)benzylidene]-6-iodoindan-1-one 

Relevant academic research and scientific papers

Synthesis of haloindenes

The subject invention provides an expedited synthesis of 5, 6, and 7-iodoindenes from the corresponding aminoindan-1-ones in more than 70% yield, employing readily available precursors and reagents. A three-step sequence involves diazotization-iodination of aminoindan-1-one followed by reduction and dehydration. The method has a general character and can be extended for the preparation of various 4-, 5-, 6- or 7-haloindenes using different halogen sources for diazotization-halogenation reaction.

Iodoindenes: Synthesis and application to cross-coupling

An expeditious synthesis of 5-, 6-, and 7-iodoindenes from the corresponding aminoindan-1-ones in more than 70% yield employing readily available precursors and ubiquitous reagents is reported. The 4-iodoindene has been prepared analogously in 40% overall yield. A three-step sequence involves diazotization-iodination of aminoindan-1-one followed by the reduction and dehydration. The iodoindenes serve as effective substrates for the regioselective Stille coupling with vinyl stannanes but isomeric mixtures are produced during Sonogashira coupling with alkynes in the presence of triethylamine.