78987-24-3

Upstream product

• 98-88-4 benzoyl chloride 
• 2217-41-6 1-amino-5,6,7,8-tetrahydronaphthalene 
• 210346-49-9 8-aminotetralone 
• 887945-65-5 (8-oxo-5,6,7,8-tetrahydro-naphthalen-1-ylamino)-phenyl-acetic acid methyl ester 
• 887945-40-6 (8-oxo-5,6,7,8-tetrahydro-naphthalen-1-yl)-carbamic acid tert-butyl ester 
• 79005-34-8 N-benzoyl-1-amino-5,6,7,8-tetrahydronaphthalene 

Downstream Products

• 1310410-19-5 C₁₇H₁₄BrN 
• 1310410-18-4 C₁₇H₁₄BrN 

Relevant academic research and scientific papers

Palladium-Catalyzed [2 + 2 + 1] Annulation of Alkyne-Tethered Aryl Iodides with Diaziridinone: Synthesis of 3,4-Fused Tricyclic Indoles

A novel palladium-catalyzed [2 + 2 + 1] annulation of alkyne-tethered aryl iodides with diaziridinone was developed, leading to the formation of 3,4-fused tricyclic indoles. From a mechanistic standpoint, the formation of fused tricyclic indole scaffolds involved C,C-palladacycles, which were synthesized through the intramolecular reaction of aryl halides and alkynes. The cascade reaction described herein could be carried out with a broad range of substrates and provided various 3,4-fused tricyclic indoles with yields up to 98%.

Hydroxylamines As Bifunctional Single-Nitrogen Sources for the Rapid Assembly of Diverse Tricyclic Indole Scaffolds

Conventional approaches on using hydroxylamine derivatives as single nitrogen sources, for the construction of n-membered (n > 3) N-heterocycles, rely upon two chemical operations by involving sequential nucleophilic and electrophilic C-N bond formations. Here, we report a highly efficient cascade of alkyne insertion/C-H activation/amination for the rapid preparation of a myriad of tricyclic indoles, in a single-step transformation, by using bifunctional secondary hydroxylamines. It is noteworthy that judicious selection of applicable amino agents, for enabling the prior oxidative addition of aryl iodide to initial Pd(0) species and subsequent two C-N bonds formation, was the key to the success of this reaction. Control experiments indicated that a five-membered palladacyclic intermediate played a crucial role in promoting the final aminative ring closure.

Synthesis of indoles via 6π-electrocyclic ring closures of trienecarbamates

A new method for the preparation of indoles from readily available α-haloenones and α-(trialkylstannyl)enecarbamates is described. Following a Stille coupling, trienecarbamate 2 is electronically activated to undergo a facile 6π-electrocyclic ring closure

Nerve cell protective agents

PCT No. PCT/JP97/01828 Sec. 371 Date Jan. 30, 1998 Sec. 102(e) Date Jan. 30, 1998 PCT Filed May 29, 1997 PCT Pub. No. WO97/45410 PCT Pub. Date Dec. 4, 1997The invention provides novel benzindole derivatives, processes for producing them, as well as a neur

Lithiation of N-(2-Alkylphenyl)alkanamides and Related Compounds. A Modified Madelung Indole Synthesis

A modified Madelung synthesis for the conversion of N-(alkylphenyl)alkanamides and related compounds to indoles, benzindoles, and azindoles has been developed.This procedure consists of treating the amide with 2 or 3 equiv of n-butyllithium or lithium diisopropylamide in tetrahydrofuran at temperatures from -20 to +25 deg C.Several examples where products other than indoles were formed from the starting amide are also reported.