461677-71-4

Upstream product

• 100-39-0 benzyl bromide 
• 3265-29-0 3-diazo-indolin-2-one 
• 620-05-3 iodomethylbenzene 
• 28558-62-5 4-methyl-N'-(2-oxoindolin-3-ylidene)benzenesulfonohydrazide 
• 1217-89-6 1-benzylisatin 
• 91-56-5 indole-2,3-dione 
• 303126-66-1 N'-(1-benzyl-2-oxoindolin-3-ylidene)-4-methylbenzenesulfonohydrazide 

Downstream Products

• 864949-91-7 1'-(phenylmethyl)-2-[1-prop-1-en-1-yl]spiro[cyclopropane-1,3'-indol]-2'(1'H)-one 
• 864949-89-3 2-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-1'-(phenylmethyl)spiro[cyclopropane-1,3'-indol]-2'(1'H)-one 
• 1173177-55-3 C₃₄H₃₂N₂O₄ 
• 1173177-56-4 C₃₆H₃₆N₂O₄ 
• 1173177-53-1 C₃₂H₂₈N₂O₄ 
• 1173177-54-2 C₃₃H₃₀N₂O₄ 

Relevant academic research and scientific papers

Visible-Light-Mediated Cyclopropanation Reactions of 3-Diazooxindoles with Arenes

The cyclopropanation reaction of 3-diazooxindoles with arenes was first accomplished using visible-light irradiation. A series of spiro[norcaradiene-7,3′-indolin]-2′-ones were synthesized for the first time in high yields and with excellent diastereoselectivities. The synthetic usefulness of this catalyst-free photochemical methodology is illustrated by the further controllable rearrangement and epoxidation reactions.

Construction of 2-alkynyl aza-spiro[4,5]indole scaffolds: Via sequential C-H activations for modular click chemistry libraries

Herein, we have developed a strategy of sequential C-H activations of indole to construct novel 2-alkynyl aza-spiro[4,5]indole scaffolds, which incorporated both alkyne and spiro-units into indole. Gram-scale synthesis and a one-pot, three-step synthesis demonstrated the utility of this protocol. Hybrid conjugates with an oseltamivir derivative further offered a powerful tool for the construction of a versatile spiroindole-containing library via click chemistry. This journal is

Synthesis of Isatin-Hydrazones from 3-Diazo Oxindoles and Sulfoxonium Ylides under Catalyst- and Additive-Free Conditions

A facile synthesis of isatin-hydrazones from 3-diazo oxindoles and sulfoxonium ylides under catalyst- and additive-free conditions is described. A plausible reaction pathway is proposed for the transformation, in which diazo compounds play as electrophile

Indolocyclobutane skeleton compound, and synthesis method and application thereof

The invention discloses an indolocyclobutane skeleton compound as well as a synthesis method and application thereof. The indolocyclobutane skeleton compound comprises a compound with a structure as shown in a formula I or a formula II which is described

Diastereoselective Palladium Catalyzed Carbenylative Amination of ortho-Vinylanilines with 3-Diazoindolin-2-ones

A diastereoselective palladium catalyzed carbenylative amination of ortho-vinylaniline with 3-diazoindolines-2-one have been accomplished for the synthesis of various tetrasubstituted indoline fused spirooxindole with good yields and diastereoselectivity. Notable features of the method include construction of two contiguous tetrasubstituted carbon stereocenters via C?N and C?C bond formation in single operation, wide functional group tolerance and high atom and step economy. Importantly, the present reaction was also extended to one-pot conversion of tosylhydrazones and ortho-vinylanilines to spirooxindole derivatives. (Figure presented.).

Photochemical O?H Functionalization Reactions of Cyclic Diazoamides

Herein, we describe the photochemical O?H functionalization reaction of acidic alcohols with cyclic diazoamides. We studied the O?H functionalization reaction of different fluorinated and non-fluorinated alcohols to give the corresponding ether products in high yields (43 examples, up to 97% yield). Furthermore, we performed studies to evaluate a photoexcited proton transfer reaction pathway in comparison to classic carbene transfer reactions. (Figure presented.).

Copper(II)-Catalyzed Domino Synthesis of Indolo[3,2- c]quinolinones via Selective Carbonyl Migration

A Cu(II)-catalyzed domino process involving the carbene N-H insertion, intramolecular aldol-type trapping and unprecedented ring-expansion of oxindole core through C3-selective 1,2-carbonyl migration is described for the synthesis of indolo[3,2-c]quinolinones. This tetracyclic core, having an all-carbon quaternary center, was efficiently synthesized in high yields from amines and 3-diazo-oxindoles. Mechanistic studies revealed that this reaction proceeds via a stepwise pathway and the involvement of the synergistic catalysis between Lewis acidic copper and hidden Br?nsted acidity of in-situ-formed TfOH traces.

Nickel(II)-Catalyzed Asymmetric Propargyl [2,3] Wittig Rearrangement of Oxindole Derivatives: A Chiral Amplification Effect

A highly enantioselective [2,3] Wittig rearrangement of oxindole derivatives was realized by using a chiral N,N′-dioxide/NiII complex as the catalyst under mild reaction conditions. A strong chiral amplification effect was observed, and allowed access to chiral 3-hydroxy 3-substituted oxindoles bearing allenyl groups in high yields and enantioselectivities (up to 92 % ee) by using a ligand with only 15 % ee. A reasonable explanation was given based on the experimental investigations and X-ray crystal structures of enantiomerically pure and racemic catalysts. Moreover, the first catalytic kinetic resolution of racemic oxindole derivatives by a [2,3] Wittig rearrangement was realized with high efficiency and stereoselectivity.

Gold(I)-Catalyzed Dimerization of 3-Diazooxindoles towards Isoindigos

A gold-catalyzed dimerization of 3-diazooxindoles was developed, delivering isoindigos as products. The reaction shows broad substrate scope and functional group tolerance by affording various substituted isoindigos. Moreover, the method also exhibited high efficiency on a gram-scale reaction.

One-Pot Tandem Diastereoselective and Enantioselective Synthesis of Functionalized Oxindole-Fused Spiropyrazolidine Frameworks

A highly efficient palladium(0)-catalyzed asymmetric [3+2] cycloaddition using 3-diazooxindoles serving as dipolarophiles affords functionalized pyrazolidine derivatives in an atom-economical way. In addition, by trapping the pyrazolidine derivatives with maleimides, the corresponding spiropyrazolidine oxindoles containing multiple stereogenic centers have been obtained in high yields along with moderate to good levels of diastereoselectivity and enantioselectivity under mild conditions. Thus, a novel three-component one-pot tandem reaction has been developed.