485-10-9

Basic information

• Product Name: benzo[b]naphtho[2,1-d]furan-5,6-dione
• Synonyms: benzo[b]naphtho[2,1-d]furan-5,6-dione
• CAS NO: 485-10-9
• Molecular Weight: 248.238
• Mol File: 485-10-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: benzo[b]naphtho[2,1-d]furan-5,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: benzo[b]naphtho[2,1-d]furan-5,6-dione(485-10-9)
• EPA Substance Registry System: benzo[b]naphtho[2,1-d]furan-5,6-dione(485-10-9)

Safety Data

• Hazardous Substances Data: 485-10-9(Hazardous Substances Data)

Upstream product

• 90-02-8 salicylaldehyde 
• 117560-06-2 3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide 

Downstream Products

• 199-24-6 benzo[a]benzo[4,5]furo[2,3-c]phenazine 

Relevant articles and documents

Styryl and functionalized aryl derivatives of lawsone through metal-free cross-coupling of its BF3-activated phenyliodonium ylide with cinnamaldehydes and arylaldehydes

Phenyliodonium ylide of lawsone activated with BF3?Et2O reacts with cinnamaldehydes to afford 2-hydroxy-3-styryl-1,4-naphthoquinones in good to excellent yields and relatively high level of stereospecificity through deformylation of the aldehydes. The product yield is diminished with a methoxy substituted cinnamaldehyde and becomes zero with a dimethoxy substituted substrate giving rise to another product, 2-hydroxy-3-aryl-1,4-naphthoquinone. The reaction of the same ylide with salicylic aldehydes forms 2-hydroxy-3-(2-hydroxyaryl)-1,4-naphthoquinones and/or benzo[d]naphtha[2,1-b]furano-5,6-diones, depending on the reaction conditions applied. Plausible reaction mechanisms explaining the formation of these products are proposed. The products showed potent antioxidant activity and inhibited lipoxygenase.