278780-86-2

Upstream product

• 846589-52-4 2-(2-bromobenzyl)-5-methoxyindan-1-one 
• 6630-33-7 ortho-bromobenzaldehyde 
• 16425-82-4 ethyl 5-methoxy-1-oxo-2,3-dihydro-1H-indene-2-carboxylate 
• 846589-55-7 2-(2-bromobenzyl)-5-methoxy-1-oxo-indan-2-carboxylic acid ethyl ester 
• 278780-84-0 2-(2-bromobenzyl)-6-methoxy-1H-indene 

Downstream Products

• 278780-88-4 3-(2-bromophenyl)-7-methoxynaphthalen-2-ol 

Relevant academic research and scientific papers

New '2-phenylnaphthalene'-mediated synthesis of benzo[b]naphtho[2,3-d] furan-6,11-diones and 6-oxa-benzo[a]anthracene-5,7,12-triones: First total synthesis of 6-oxa-benzo[a]anthracen-5-ones

We describe here a novel synthesis of benzo[b]naphtho[2,3-d]furan-6,11- diones based on the heteroannulation of 2-(2-bromophenyl)-3-hydroxy-1,4- naphthoquinones. The naphthoquinones were prepared from 3-(2-bromophenyl) naphthalen-2-ols, which were obtained by intramolecular aldol condensation of 2-[3-(2-bromophenyl)-2-oxo-propyl]benzaldehydes. Alternatively, benzo[b]naphtho[2,3-d]furan-6,11-diones were obtained more directly and efficiently by cyclization of 3-(2-bromophenyl)naphthalen-2-ols to benzo[b]naphtho[2,3-d]furans and oxidation of the resulting compounds. Furthermore, the first 6-oxabenzo[a]anthracen-5-one described was similarly obtained from 2-[3-(2-formylphenyl)-2-oxopropyl]benzoic acid and oxidized to 6-oxa-benzo[a]anthracene-5,7,12-trione.

1,2- and 1,4-naphthoquinones: General synthesis of benzo[b]naphtho [2,3- d]furan-6,11-diones

A new general synthesis of benzo[b]naphtho[2,3-d]furan-6,11-diones starting from readily available 2-(2'-oxo-3'-phenylpropyl)benzaldehydes is described. (C) 2000 Elsevier Science Ltd.