72261-62-2

Upstream product

• 98-88-4 benzoyl chloride 
• 51010-48-1 1-methoxy-4-benzylnaphthalene 
• 2607-25-2 1-iodo-4-methoxynaphthalene 
• 524-42-5 1,2-naphthoquinone 
• 24776-44-1 4-benzoyl-1-naphthol 
• 90-15-3 α-naphthol 

Downstream Products

• 858435-28-6 1,2-diacetoxy-4-(α-acetoxy-benzyl)-naphthalene 
• 72261-63-3 4-benzylidene-2-hydroxy-4H-naphthalen-1-one 
• 72261-60-0 4-benzyl-1,2-naphthalene-1,2-diol 
• 108054-95-1 2-Hydroxy-4-[1-phenyl-meth-(E)-ylidene]-4H-naphthalen-1-one 
• 21720-68-3 2-(phenylamino)-4-(phenylimino)-1(4H)-naphthalenone 

Relevant academic research and scientific papers

Rapid, Operationally Simple, and Metal-free NBS Mediated One-pot Synthesis of 1,2-Naphthoquinone from 2-Naphthol

A metal-free, one-pot synthesis of 1,2-naphthoquinone was accomplished from 2-naphthol by utilizing economically cheap NBS under open air conditions. Initial formation of 1,1-dibromonaphthalen-2-one and subsequent transformation afforded the 1,2-naphthoquinone. This oxidation was completed within 30 min and had broad substrate scope. Moreover, this system tolerated heterocyclic systems and was also applicable to 1,3-dicarbonyl systems. This practical approach with short reaction times, a simple workup, and insensitivity to moisture could override the usage of expensive and hazardous oxidizing and metal reagents. (Figure presented.).

Synthesis and PTP1B inhibition of 1,2-naphthoquinone derivatives as potent anti-diabetic agents.

A new series of 1,2-naphthoquinone derivatives was synthesized by various synthetic methods and evaluated for their ability to inhibit protein tyrosine phosphatase 1B (PTP1B). 1,2-Naphthoquinone derivatives with substituent at R(4) position showed submicromolar inhibitory activity, and compound 24 demonstrated 10- to 60-fold selectivity against the tested phosphatases. Also, several 4-aryl-1,2-naphthoquinone derivatives with substituents at R(3), R(6), R(7), or/and R(8) showed submicromolar inhibitory activity and good plasma stability.

Structural Influences on the Isomerization of 4-Benzyl- and 4-Allyl-1,2-naphthoquinones to Quinonemethides and their Stereochemistry

The isomerization of 4-benzyl-1,2-naphthoquinones and 4-allyl-1,2-naphthoquinones to quinonemethides has been studied.The steric interaction and extra ? conjugation in the quinonemethide, and acidity of methylene protons of the quinone, are controlling fa