108734-57-2

Upstream product

• 14920-81-1 methyl 2,6-dimethylbenzoate 
• 873-55-2 sodium benzenesulfonate 
• 56427-77-1 2-bromomethyl-6-methyl-benzoic acid methyl ester 

Downstream Products

• 96964-71-5 3-Ethyl-5-methyl-[1,2]naphthoquinone 
• 96964-58-8 4-Benzenesulfonyl-2-ethyl-8-methyl-3-oxo-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid methyl ester 
• 96964-59-9 4-Benzenesulfonyl-2-ethoxycarbonylmethyl-8-methyl-3-oxo-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid methyl ester 
• 96964-49-7 1-methyl-2-(hydroxymethyl)-3-<(phenylsulfonyl)-methyl>benzene 
• 96964-50-0 1-methyl-2-(bromomethyl)-3-<(phenylsulfonyl)-methyl>benzene 

Relevant academic research and scientific papers

SYNTHESIS OF MATURONE

The first synthesis of maturone by a new annulation route is reported.

Annulation Reactions Leading to Naphtalene Derivatives. New Syntheses of Natural 1,2- and 1,4-Naphthoquinones

1-(Phenylsulfonyl)-2-oxo-3-(methoxycarbonyl)-1,2,3,4-tetrahydronaphthalene derivatives with various C-3 substituents were effectively prepared by a one-step cyclization involving 1--2-(bromomethyl)benzene derivatives and monosubstituted malonic esters.A high yield one-step decarboxylation-desulfonylation of the above products by lithium iodide led to C-3-substituted 2-naphthalenols 7a-g whereas prior C-1 alkylation of the cyclization products provided 1,3-dialkylated 2-naphthalenols 6s,b.Oxidations of compounds 7 to o-naphthoquinones 8a-f further oxidations of the above products to substituted 2-hydroxy-1,4-naphthoquinones provided a new pathway to naturally occuring naphthoquinones like phthiocol (9), droserone methyl ether (10), and lapachol (15).