76034-84-9

Usage

General Description

1H-Indole-2,3-dione, 5-iodo-1-methyl- is a chemical compound with the molecular formula C9H6INO2. It is a derivative of 1H-indole-2,3-dione and contains an iodine and a methyl group attached to the indole ring. 1H-Indole-2,3-dione, 5-iodo-1-methyl- has potential applications in organic synthesis and medicinal chemistry. It may be used as a building block in the synthesis of pharmaceuticals and agrochemicals. Its structure and reactivity make it a valuable intermediate in the synthesis of complex organic molecules with potential biological activity. Additionally, its iodine substituent may provide useful properties for further functionalization and application in various chemical reactions.

Upstream product

• 625456-97-5 N-benzyl-5-iodoisatin 
• 1185649-65-3 C₁₆H₁₂INO 

Downstream Products

• 869896-59-3 methyl 2-{[(4-nitrophenyl)sulfonyl][2-(1-methyl-2,3-dioxo-2,3-dihydro-1H-indol-5-yl)prop-2-enyl]amino}pent-4-enoate 
• 869896-52-6 methyl 2-{[2-(1-methyl-2,3-dioxo-2,3-dihydro-1H-indol-5-yl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate 
• 1427273-44-6 (R)-5-iodo-1-methyl-4'-phenyl-1'H-spiro[indoline-3,2'-naphtho[2,3-h]quinoline]-2,7',12'-trione 
• 1427273-45-7 (R)-5-iodo-1-methyl-2'-phenyl-1'H-spiro[indoline-3,4'-naphtho[2,3-h]quinoline]-2,7',12'-trione 
• 1643582-70-0 C₃₁H₂₂INO₄ 

Relevant academic research and scientific papers

Transformations of N-arylpropiolamides to indoline-2,3-diones and acids via C≡C triple bond oxidative cleavage and C(sp2)–H functionalization

A new palladium-catalyzed oxidative conversion of N-arylpropiolamides and H2O to various indoline-2,3-diones and acids through the C≡C triple bond cleavage and C(sp2)–H functionalization is described, which is promoted by a cooperative action of catalytic CuBr2, 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO) and O2. The method provides a practical tool for transformations of alkynes by means of a C–H functionalization strategy, which enables the formation of one C–C bond and multiple C–O bonds in a single reaction with high substrates compatibility and excellent functional group tolerance.

Direct amidation of 2'-aminoacetophenones using I2-TBHP: A unimolecular domino approach toward isatin and iodoisatin

Synthesis of isatin and iodoisatin from 2'-aminoacetophenone was achieved via oxidative amido cyclization of the sp3 C-H bond using I 2-TBHP as the catalytic system. The reaction proceeds through sequential iodination, Kornblum oxidation, and amidation in one pot. This method is simple, atom economic, and works under metal- and base-free conditions.