1233940-38-9

Upstream product

• 20059-60-3 N-methyl-N-p-phenylglycine methyl ester 
• 131543-46-9 Glyoxal 
• 3365-81-9 biphenyl-4-yl-methyl-amine 
• 201230-82-2 carbon monoxide 
• 98-80-6 phenylboronic acid 
• 20780-76-1 5-iodoisatin 
• 1233940-55-0 C₁₅H₁₃NO₂ 

Relevant academic research and scientific papers

First Report on the Synthesis of Isatins via Pyridinium Chlorochromate Catalyzed Intramolecular Cyclization Reactions

A new and useful strategy to synthesize isatins from α-formyl amides has been developed via one-pot intramolecular cyclization-oxidation reaction with the present of pyridinium chlorochromate (PCC). The reaction proceeded smoothly under air and has good yields of the corresponding products. Also, this methodology has a broad substrate scope, and is operationally simple and atom economic.

Synthetic method of isatin derivative

The invention provides a synthetic method of an isatin derivative. The method comprises the following steps of: taking an N-alkyl-N-aryl glycine ester derivative as a substrate in an organic solvent and under oxygen gas, and performing cyclization reactio

Double Carbonylation Using Glyoxal (HCOCOH): A Practical Copper-Promoted Synthesis of Isatins from Primary and Secondary Anilines

A novel double carbonylation process has been demonstrated with easily available HCOCOH (glyoxal) as the double carbonylation reagent. Simple CuCl2?2H2O (copper(II) chloride dihydrate) was used as the oxidant for this transformation. Under optimized reaction conditions, various primary and secondary anilines were double-carbonylated to afford their corresponding isatins (26 examples, up to 80% yields). (Figure presented.).

Ru(III)-mediated intramolecular ortho-C(sp2)-H activation/oxidative acylation: One-pot synthesis of isatins from α-hydroxy amides

A novel and efficient synthesis of isatins from α-hydroxy amides via ruthenium-mediated aromatic C-H activation is described. The reactions proceeded smoothly under mild conditions and generated the corresponding products in good to excellent yields. This methodology has a broad substrate scope and opens up an interesting and attractive avenue for the application of intramolecular ortho-C-H activation.

Hydrogen Peroxide Promoted Metal-Free Oxidation/Cyclization of α-Hydroxy N-Arylamides: A Facile One-Pot Synthesis of Isatins

A novel, efficient, and environmentally friendly method was developed for converting α-hydroxy N-arylamides into isatins (1H-indole-2,3-diones) by using hydrogen peroxide as oxidant. The reactions proceeded smoothly under metal-free conditions and generated the corresponding products in good to excellent yields. This method has advantages of a broad substrate scope and simple operations.

IBX-promoted domino reaction of α-hydroxy amides: A facile one-pot synthesis of isatins

A novel and temperature-controlled oxidation of α-hydroxy amides in the presence of IBX is described. The divergent one-pot synthesis of isatins and α-formyl amides was achieved in good to excellent yields under metal-free conditions. And these two mild methods can tolerate a variety of functional groups, and are operationally simple.

Ferric(III) chloride catalyzed intramolecular cyclization of N-alkyl-2-oxo-acetanilides: A facile access to isatins

A facile strategy for the synthesis of isatins in high yield from N-alkyl-2-oxo-acetanilides has been developed via Friedel-Crafts alkylation using FeCl3 as catalyst under air. This reaction proceeds through direct intramolecular addition and oxidation in one pot. Also this methodology is operationally simple, atom economical, and environment friendly.

From anilines to isatins: Oxidative palladium-catalyzed double carbonylation of C-H bonds

A novel palladium-catalyzed C-H double carbonylation introduces two adjacent carbonyl groups for the synthesis of isatins from readily available anilines. The reaction proceeds under atmospheric pressure of CO with high regioselectivity and without any additives. Density functional theory investigations indicate that the palladium-catalyzed double carbonylation catalytic cycle is plausible.

Synthesis of isatins by the palladium-catalyzed intramolecular acylation of unactivated aryl C(sp2)-H bonds

Synthesis of isatins from formyl-N-arylformamides is achieved via PdCl2-catalyzed intramolecular acylation. This method shows the possibility of Pd-catalyzed aryl C(sp2)-H bond activation on the synthesis of isatins, affording an array of isatins in good yields. Yet this protocol is operationally simple and atom economical.

Me-BIPAM for the synthesis of optically active 3-aryl-3-hydroxy-2-oxindoles by ruthenium-catalyzed addition of arylboronic acids to isatins

A chiral O-linked C2-symmetric bidentate phosphoramidite (Me-BIPAM) was found to be efficient for the ruthenium-catalyzed addition of arylboronic acids to isatins. Asymmetric synthesis of 3-aryl-3-hydroxy-2- oxindoles by 1,2-addition of arylboronic acids to isatins was carried out in the presence of [RuCl2(PPh3)3]/(R,R)-Me-BIPAM and KF, resulting in an enantioselectivity as high as 90 % ee. It was found that the reaction with N-protected isatins proceeds with high yields and good enantioselectivities. The best protective groups on the nitrogen atom were different depending on the substituents on the aromatic ring. The use of a N-benzyl group resulted in excellent enantioselectivities in many substrates compared with other groups. Add it up: A chiral O-linked C2-symmetric bidentate phosphoramidite (Me-BIPAM) was found to be efficient for the ruthenium-catalyzed addition of arylboronic acids to isatins. Asymmetric synthesis of 3-aryl-3-hydroxy-2-oxindoles by 1,2-addition of arylboronic acids to isatins was carried out in the presence of [RuCl2(PPh 3)3]/(R,R)-Me-BIPAM and KF, resulting in an enantioselectivity as high as 90 % ee. Copyright