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A New Route to benzo[4,5]cyclohepta[1,2-b]naphthalenes: Synthesis of Radermachol

F M Hauser, H Yin

Org Lett. 2000 Apr 20;2(8):1045-7.

PMID: 10804550

Abstract:

[formula: see text] 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).

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP1173018795 1,7-Dimethylxanthine-2,4,5,6-13C4-1,3,9-15N3 1,7-Dimethylxanthine-2,4,5,6-13C4-1,3,9-15N3 1173018-79-5 Price
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