261916-35-2

Upstream product

• 62-53-3 aniline 
• 128858-50-4 (Z)-2-methyl-4-(naphthalen-1-ylmethylene)oxazol-5(4H)-one 
• 107917-97-5 2-methyl-4-(1-naphthyl)methylidene-5-oxazolone 
• 66-77-3 1-naphthaldehyde 
• 261916-28-3 (Z)-2-acetylamino-N-butyl-3-(1-naphthyl)-2-propenamide 

Relevant academic research and scientific papers

Electron transfer-initiated photocyclization of substituted N-acetyl-α-dehydro(1-naphthyl)alanines to 1,2-dihydrobenzo[f]quinolinone derivatives: Scope and limitations

The irradiation of substituted N-acetyl-α-dehydro(1-naphthyl)alanines (1) in MeOH containing triethylamine with Pyrex-filtered light gave 1,2-dihydrobenzo[f]quinolinones (2) in preference to benzo[f]isoquinolines (3) and 1-azetines (4). Analysis of substituent effects on the product compositions revealed that the selectivity of 2 has a strong tendency to decrease with increasing steric bulkiness of the alkyl substituent introduced into the starting (Z)-1. From control and fluorescence quenching experiments it was shown that the photocyclization reaction of 1 affording 2 proceeds by an electron-transfer mechanism. The mechanism of this novel cyclization was discussed mainly based on substituent and solvent effects on both the reactivities of the excited singlet-state 1 and the selectivities of the products 2-4.

Electron transfer-initiated photocyclization of substituted α- dehydro(1-naphthyl)alanines

On irradiation in the presence of triethylamine, the title compounds (1) having n-butyl and benzyl groups gave preferentially dihydrobenzoquinolinones (2) via electron transfer, whereas the introduction of the bulky tert-butyl and phenyl substituents into 1 resulted in the formation of benzoisoquinoline (3) and 1-azetine (4) derivatives without affording 2.