95378-00-0

Usage

InChI:InChI=1/C24H16O4/c1-12(2)11-17-18-19-20(22(26)14-8-4-3-7-13(14)21(18)25)23(27)15-9-5-6-10-16(15)24(19)28-17/h3-11,27H,1-2H3

Upstream product

• 88-67-5 2-Iodobenzoic acid 
• 1603822-65-6 (1,4-dimethoxy-2-(2-iodobenzoyl))naphthalene 
• 1603822-66-7 2-(2-iodobenzoyl)naphthalene-1,4-dione 
• 32804-67-4 methyl 5-methyl-3-oxohex-4-enoate 
• 1603822-69-0 methyl 5-hydroxy-4-(2-iodobenzoyl)-2-(2-methylprop-1-en-1-yl)naphtho[1,2-b]furan-3-carboxylate 
• 141-79-7 4-methyl-pent-3-en-2-one 
• 10075-62-4 1,4-dimethoxynaphthalene 
• 606-23-5 1H-indene-1,3(2H)-dione 
• 182875-78-1 3-bromo-1,4-dimethoxynaphthalen-2-yl acetate 
• 130-15-4 [1,4]naphthoquinone 
• 137789-76-5 6,7-Benzo-3,4-(1,4-dimethoxy-2,3-naphtho)-1,2-dehydro-1-hydroxy-2-(3,3-dimethylacryloyl)-5-oxosuberane 
• 137789-73-2 6,7-Benzo-3,4-(1,4-dimethoxy-2,3-naphtho)-5-hydroxy-1-oxosuberane 
• 137789-69-6 2-Benzyl-1,4-dimethoxynaphthalene-2-acetic acid 
• 137789-70-9 6,7-Benzo-3,4-(1,4-dimethoxy-2,3-naphtho)-1-oxosuberane 

Relevant academic research and scientific papers

A new route to benzo[4,5]cyclohepta[1,2-b]naphthalenes: Synthesis of radermachol

Condensation of 3-phenylsulfonyl-1,3-isobenzofuranone (3) with benzocyclohept-6,7-en-5-ones such as 4 and 15 provides a straightforward, general method for synthesis of functionalized benzo[4,5]cyclohepta[1,2-b]naphthalenes (e.g., 5 and 16). This finding was used to achieve a brief and efficient preparation of 6,7-benzo-3,4-(1,4-dimethoxy-2,3-naphtho)-1,5-dioxosuberane (2), an established intermediate to the naturally occurring red pigment radermachol (1).

Versatile Route to Benzoannulated Medium-Ring Carbocycles via Aryne Insertion into Cyclic 1,3-Diketones: Application to a Synthesis of Radermachol

A general approach involving the insertion of in situ generated aryne into the C-C bond of cyclic 1,3-diketones for rapidly assembling functionalized benzo-fused medium ring carbocycles is delineated. The efficacy of the methodology has been demonstrated

A four-step total synthesis of radermachol

Radermachol has been synthesized in four steps and an overall yield of 22% via key ytterbium triflate catalyzed furannulation and intramolecular nucleophilic acylation reactions.

The synthesis of radermachol

Five different approaches to the preparation of 6,7-benzo-3,4-(1,4-dimethoxy-2,3-naphtho)-1,5-dioxosuberane (3), an intermediate needed for the synthesis of radermachol (1), the red pigment from the roots of Radermachera xylocarpa, are described. The synthesis of radermachol (1) has been accomplished from 1,4-naphthoquinone in 14 steps.

The Total Synthesis of Radermachol

The red pigment, radermachol (1), has been synthesized from 1,4-dimethoxynaphthalene in thirteen steps.