676612-41-2

Upstream product

• 120-72-9 indole 
• 1217-89-6 1-benzylisatin 
• 100-39-0 benzyl bromide 
• 91-56-5 indole-2,3-dione 

Downstream Products

• 1609975-91-8 (1'S,3S)-diethyl-1-benzyl-1'-(4-nitrophenyl)-2-oxo-1',2'-dihydrospiro[indoline-3,4'-pyrido[3,4-b]indole]-3',3'(9'H)-dicarboxylate 
• 1609976-19-3 (1'S,3R)-diethyl-1-benzyl-1'-(4-nitrophenyl)-2-oxo-1',2'-dihydrospiro[indoline-3,4'-pyrido[3,4-b]indole]-3',3'(9'H)-dicarboxylate 
• 1609976-12-6 (1'S,3S)-diethyl-1-benzyl-1'-(3-nitrophenyl)-2-oxo-1',2'-dihydrospiro[indoline-3,4'-pyrido[3,4-b]indole]-3',3'(9'H)-dicarboxylate 
• 1609976-40-0 (1'S,3R)-diethyl-1-benzyl-1'-(3-nitrophenyl)-2-oxo-1',2'-dihydrospiro[indoline-3,4'-pyrido[3,4-b]indole]-3',3'(9'H)-dicarboxylate 
• 1609976-13-7 (1'S,3S)-diethyl-1-benzyl-1'-(4-cyanophenyl)-2-oxo-1',2'-dihydrospiro[indoline-3,4'-pyrido[3,4-b]indole]-3',3'(9'H)-dicarboxylate 
• 1609976-14-8 (1'S,3S)-diethyl-1-benzyl-1'-(3,4-dichlorophenyl)-2-oxo-1',2'-dihydrospiro[indoline-3,4'-pyrido[3,4-b]indole]-3',3'(9'H)-dicarboxylate 
• 1609976-42-2 (1'S,3R)-diethyl-1-benzyl-1'-(3,4-dichlorophenyl)-2-oxo-1',2'-dihydrospiro[indoline-3,4'-pyrido[3,4-b]indole]-3',3'(9'H)-dicarboxylate 
• 1609976-16-0 (1'S,3S)-diethyl-1-benzyl-1'-(4-chlorophenyl)-2-oxo-1',2'-dihydrospiro[indoline-3,4'-pyrido[3,4-b]indole]-3',3'(9'H)-dicarboxylate 
• 1609976-43-3 (1'S,3R)-diethyl-1-benzyl-1'-(4-chlorophenyl)-2-oxo-1',2'-dihydrospiro[indoline-3,4'-pyrido[3,4-b]indole]-3',3'(9'H)-dicarboxylate 
• 1609976-17-1 (1'S,3S)-diethyl-1-benzyl-2-oxo-1'-phenyl-1',2'-dihydrospiro[indoline-3,4'-pyrido[3,4-b]indole]-3',3'(9'H)-dicarboxylate 

Relevant academic research and scientific papers

Synthesis of 3-ethynyl-3-hydroxy-2-oxindoles and 3-hydroxy-3-(indol-3-yl) indolin-2-ones using CuWO4 nanoparticles as recyclable heterogeneous catalyst in aqueous medium

A simple method for the direct activation of phenyl acetylenes (spC-H activation) and selective synthesis of 3-hydroxy-3-(indol-3-yl) indolin-2-ones and 3,3′-bis(indolyl)indolin-2-ones (via Friedel-Crafts alkylation reaction) is reported in presence of Cu

Reductive aromatization of oxindoles to 3-substituted indoles

A practical and scalable approach for the synthesis of 3-substituted indoles is delineated via hydride nucleophilic addition to 3-substituted-2-oxindoles. The reaction proceeds through reductive aromatization involving indolinium ion intermediate. A wide range of 3-functionalized indoles have been synthesized. The method is employed for the synthesis of 3,3?-bis-indoles and a dimeric 3-indole derivative. Moreover, this protocol is used to obtain naturally occuring amino acid tryptamine.

3-Hydroxy-3-((3-methyl-4-nitroisoxazol-5-yl)methyl)indolin-2-one as a versatile intermediate for retro-Henry and Friedel-Crafts alkylation reactions in aqueous medium

The first example of a retro-Henry type reaction is reported using 3-hydroxy-3-((3-methyl-4-nitroisoxazol-5-yl)methyl)indolin-2-ones which are prepared via catalyst-free Henry reaction of 3,5-dimethyl-4-nitroisoxazole and isatin. These compounds were used

Thiourea-Catalyzed Enantioselective Malonate Addition onto 3-Sulfonyl-3′-indolyl-2-oxindoles: Formal Total Syntheses of (-)-Chimonanthine, (-)-Folicanthine, and (+)-Calycanthine

A general approach to bispyrroloindolines via a key thiourea-catalyzed addition of malonates to 3-sulfonyl-3′-indolyl-2-oxindoles is reported. The enantioselelective process is found to be highly effective (up to 94% ee), where a C-C bond formation leads

The first synthesis of cis-N,N′-dialkylisoindigo derivatives from 3-indolyl-2-oxindoles with DDQ

cis-N,N′-Dialkylisoindigo derivatives were synthesized for the first time by the reaction of 3-indolyl-2-oxindoles with DDQ in aqueous 1,4-dioxane. cis-Isoindigo derivatives were completely isomerized to the corresponding trans-isomers by heating the solu

Experimental and theoretical investigations of regioselective functionalization of 3-hydroxy bisindoles with thiols

An instant and efficient p-TSA·H2O-catalyzed sulfenylation reaction of 3-hydroxy bisindole derivatives is reported. This highly regioselective approach afforded C-3 functionalized products in excellent yield, and this methodology was found to b

FeCl3-Catalyzed Allylation Reactions onto 3-Hydroxy-2-oxindoles: Formal Total Syntheses of Bis-cyclotryptamine Alkaloids, (±)-Chimonanthine, and (±)-Folicanthine

An FeCl3-catalyzed efficient strategy for the allylation reactions of 3-hydroxy-2-oxindoles with allyltrimethylsilane has been developed. The reaction affords a variety of 2-oxindoles having quaternary center at the pseudobenzylic position in an operationally simple and inexpensive procedure. Control experiments using enantioenriched 3-hydroxy-2-oxindole show that the reaction proceeds through in situ generated 2H-indol-2-one (8). The methodology presents an efficient and concise access to the pyrroloindoline alkaloids (±)-deoxyeseroline (1a), (±)-esermethole (1b), (±)-physostigmine (1c), (±)-phenserine (1d), and (±)-physovenine (1e). Eventually, we extrapolated the scope of this methodology to the formal total syntheses of dimeric cyclotyrptamine alkaloids (±)-chimonanthine (3a), (±)-folicanthine (3c), and (±)-calycanthine (4).

5,5′-Bistriazoles as axially chiral, multidentate ligands: Synthesis, configurational stability and catalytic application of their scandium(iii) complexes

The design and development of 5,5′-bistriazoles featuring aminomethyl substituents is discussed. An efficient synthetic procedure for the selective preparation of 4,4′-bis(aminomethyl)-5,5′-bistriazoles from commercially available propargylamine derivativ

Tf2NH-Catalyzed Amide Synthesis from Vinyl Azides and Alcohols

Triflimide (Tf2NH) specifically catalyzed reactions of alcohols and vinyl azides, enabling efficient construction of amides with C-C bond formation through nucleophilic attack of vinyl azides onto the putative carbocation intermediates derived from alcohols are described.

Catalytic Enantioselective Decarboxylative Allylations of a Mixture of Allyl Carbonates and Allyl Esters: Total Synthesis of (-)- and (+)-Folicanthine

A highly enantioselective decarboxylative allylation of a mixture of enol carbonates and allyl esters has been achieved. The strategic viability of this methodology has been demonstrated through the total synthesis of cyclotryptamine alkaloids (-)- and (+)-folicanthine (1 a) and the formal total synthesis of (-)-chimonanthine (1 b), (+)-calycanthine (1 c), and (-)-ditryptophenaline (1 d).