✦ LIBER ✦

Synthesis of 4-methoxy-1H-phenalen-1-one: a subunit related to natural phenalenone-type compounds

✍ Scribed by Juliana Nanclares; Jesús Gil; Benjamı´n Rojano; Jairo Saez; Bernd Schneider; Felipe Otálvaro

Book ID: 104095351
Publisher: Elsevier Science
Year: 2008
Tongue: French
Weight: 115 KB
Volume: 49
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2008.04.095

No coin nor oath required. For personal study only.

✦ Synopsis

4-Methoxy-1H-phenalen-1-one (4-methoxyperinaphthenone, 1), a subunit found in some Musa phytoalexins and related natural products from the Haemodoraceae, was synthesized starting from 2-methoxynaphthalene in five steps and an overall yield of 36%. A Heck-Fujiwara coupling between ethyl acrylate and 1-bromonaphthalene afforded the corresponding (E)-naphthylpropanoic acid which, after hydrogenolysis, was subjected to a one-pot Friedel-Crafts acylation-DDQ dehydrogenation procedure to furnish 1.

📜 SIMILAR VOLUMES

ChemInform Abstract: Synthesis of 4-Meth

ChemInform Abstract: Synthesis of 4-Methoxy-1H-phenalen-1-one: A Subunit Related to Natural Phenalenone-Type Compounds.

✍ Juliana Nanclares; Jesus Gil; Benjamin Rojano; Jairo Saez; Bernd Schneider; Feli 📂 Article 📅 2008 🏛 John Wiley and Sons ⚖ 32 KB

Syntheses Related to Etiojervane. III. T

✍ Barnes, Roderick A.; Sedlak, Michael 📂 Article 📅 1962 🏛 American Chemical Society 🌐 English ⚖ 634 KB

ChemInform Abstract: Studies on Isocyani

ChemInform Abstract: Studies on Isocyanides and Related Compounds. A Facile Synthesis of 1-Substituted 3-Cyano-2-methoxy-4-phenylpyrroles.

✍ Ricardo Bossio; Stefano Marcaccini; Roberto Pepino; Tomas Torroba 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 28 KB 👁 2 views

The chemistry of 2H-1,3-benzoxazine-2,4-

The chemistry of 2H-1,3-benzoxazine-2,4-(1H)dione (isatoic anhydride). 8. A one step synthesis of the quinindoline ring system and related compounds

✍ Gary M. Coppola 📂 Article 📅 1980 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 153 KB

1,3,4,5-Tetrahydrobenz[cd]indoles and re

1,3,4,5-Tetrahydrobenz[cd]indoles and related compounds. Part I. A new synthesis of 3,4-dihydrobenz[cd]indol-5(1H)-one (Uhle's ketone)

✍ Bowman, R. E.; Goodburn, T. G.; Reynolds, A. A. 📂 Article 📅 1972 🏛 Royal Society of Chemistry ⚖ 466 KB

Structure of 2-methoxy-6-nonyl-1,4-benzo

Structure of 2-methoxy-6-nonyl-1,4-benzoquinone, C16H24O3, a synthetic contact allergen related to the naturally occurring primin

✍ Ulrich, G. ;Klaska, K. H. ;Jarchow, O. H. ;Schmalle, H. W. ;König, W. A. ;Heitsc 📂 Article 📅 1990 🏛 International Union of Crystallography 🌐 English ⚖ 464 KB