487003-20-3

Upstream product

• 536-90-3 m-Anisidine 
• 52351-75-4 6-methoxyisatin 
• 100-39-0 benzyl bromide 

Downstream Products

• 487003-22-5 1-benzyl-1,3-dihydro-6-methoxy-2H-indol-2-one 
• 487003-24-7 1-benzyl-1,3-dihydro-6-hydroxy-2H-indol-2-one 
• 487003-27-0 1-benzyl-1,3-dihydro-6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2H-indol-2-one 
• 1103774-26-0 N'-[(3Z)-1-benzyl-6-methoxy-2-oxo-1,2-dihydro-3H-indol-3-ylidene]benzohydrazide 
• 1459140-92-1 C₂₄H₂₁NO₄ 

Relevant academic research and scientific papers

Carbene-Catalyzed Enantioselective Aromatic N-Nucleophilic Addition of Heteroarenes to Ketones

The aromatic nitrogen atoms of heteroarylaldehydes are activated by carbene catalysts to react with ketone electrophiles. Multi-functionalized cyclic N,O-acetal products are afforded in good to excellent yields and optical purities. Our reaction involves the formation of an unprecedented aza-fulvene-type acylazolium intermediate. A broad range of N-heteroaromatic aldehydes and electron-deficient ketone substrates works effectively in this transformation. Several of the chiral N,O-acetal products afforded through this protocol exhibit excellent antibacterial activities against Ralstonia solanacearum (Rs) and are valuable in the development of novel agrichemicals for plant protection.

Asymmetric Conjugate Addition of Ethylene Sulfonyl Fluorides to 3-Amido-2-oxindoles: Synthesis of Chiral Spirocyclic Oxindole Sultams

An enantioselective conjugate addition of ethylene sulfonyl fluorides to 3-amido-2-oxindoles has been developed. Quinine-derived squaramides were identified as efficient catalysts. A series of spirocyclic oxindole sultams were prepared with excellent yields and enantioselectivities. A reaction mechanism via bifunctional activation was proposed.

Divergent and Orthogonal Approach to Carbazoles and Pyridoindoles from Oxindoles via Indole Intermediates

The previously unexplored Grignard addition to oxindoles provides a regiospecific approach to 2- and 2,3-disubstituted indole derivatives in high yields via a one-pot aromatization driven dehydration pathway. This method allows a convenient preparation of diallyl indoles that are used as ring-closing metathesis (RCM) precursors for the orthogonal synthesis of pyrido[1,2-a]indoles and carbazoles. The synthetic utility of this method is illustrated by the synthesis of a microtubulin inhibitor and naturally occurring carbazole alkaloids.

Asymmetric organocatalyzed epoxidation of 2-oxoindoline-3-ylidene acetaldehydes

The asymmetric epoxidation of 2-oxoindoline-3-ylidene acetaldehydes, catalyzed by diarylprolinol silyl ether, has been developed. The reaction provides oxindole derivatives possessing chiral epoxides in good yield with good diastereoselectivity and excell

HYDRAZONE MODULATORS OF CANNABINOID RECEPTORS

Hydrazone compounds which modulate cannabinoid receptors are presented. Pharmaceutical compositions containing these compounds, methods of using these compounds as modulators of cannabinoid receptors and processes for synthesizing these compounds are also described herein.

6-methoxy-VV-alkyl isatin acylhydrazone derivatives as a novel series of potent selective cannabinoid receptor 2 inverse agonists: Design, synthesis, and binding mode prediction

Recently, we discovered and reported a series of VV-alkyl isatin acylhydrazone derivatives that are potent CB2 agonists. Here, we describe a novel series of selective CB2 inverse agonists resulting from introduction of a methoxy moiety in position 6 of th

Synthesis of (±)-strychnofoline via a highly convergent selective annulation reaction

Studies aimed at preparing (±)-strychnofoline by total synthesis are detailed. The route described makes use of a recently developed MgI 2-mediated ring-expansion reaction of spiro[cyclopropan-1,3′- oxindole] with a cyclic disubstituted aldimin

First total synthesis of (±)-strychnofoline via a highly selective ring-expansion reaction

An efficient synthesis of the antitumor alkaloid (±)-strychnofoline is documented. Key to the development of the highly convergent strategy delineated is the coupling of a cyclic imine with spiro[cyclopropan-1,3'-oxindole], which takes place in a highly d