✦ LIBER ✦

A Simple Multistep Conversion of 1,2-Dihydro-1,1-dimethoxynaphthalen-2-ones to (3,4-Dihydro-3,4-dioxonaphthalen-2-yl)acetates

✍ Scribed by Kerstin Schmidt; Paul Margaretha

Publisher: John Wiley and Sons
Year: 2008
Tongue: German
Weight: 152 KB
Volume: 91
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.200890177

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

On irradiation (λ=350 nm) in the presence of 1,1‐dimethoxyethene, naphthalene‐1,2‐dionemonoacetals 1 regioselectively afford 1,1,4,4‐tetramethoxycyclobuta[a]naphthalen‐3‐ones 3. Sequential deprotection of these bis‐acetals first lead to 1,1‐dimethoxycyclobuta[a]naphthalene‐3,4‐diones 4 and then to cyclobuta[a]naphthalene‐1,3,4‐triones 6, which, in turn, are converted into (3,4‐dihydro‐3,4‐dioxonaphthalen‐2‐yl)acetates 7 by treatment with SiO~2~/MeOH/air.

📜 SIMILAR VOLUMES

A New and Simple Approach for the Synthe

A New and Simple Approach for the Synthesis of 3-Acetyl-3,4-dihydro-1(2H)-naphthalenones and 3,4-Dihydro-3-(2-methyl-1,3-dithiolan-2-yl)-1(2H)-naphthalenones.

✍ N. A. Kudav; M. D. Kulkarni; D. A. Kochrekar 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 30 KB 👁 2 views

Synthesis of 2-Alkyl-1,2,4-benzotriazin-

Synthesis of 2-Alkyl-1,2,4-benzotriazin-3(2H)-ones and 2-Alkyl-1,4-dihydro-1,2,4-benzotriazin-3(2H)-ones

✍ D. L. Lipilin; A. M. Churakov; Yu. A. Strelenko; V. A. Tartakovsky 📂 Article 📅 2006 🏛 John Wiley and Sons ⚖ 17 KB 👁 1 views

Synthesis of New Substituted 2,3-Dihydro

Synthesis of New Substituted 2,3-Dihydro-1,4-dioxin-2-ones and 1,4-Dioxan-2-ones.

✍ S. M. Akopyan; A. G. Khachatryan 📂 Article 📅 2004 🏛 John Wiley and Sons ⚖ 87 KB 👁 1 views

Synthesis of New Substituted 2,3-Dihydro

Synthesis of New Substituted 2,3-Dihydro-1,4-dioxin-2-ones and 1,4-Dioxan-2-ones.

✍ S. M. Akopyan; A. G. Khachatryan 📂 Article 📅 2004 🏛 John Wiley and Sons ⚖ 66 KB 👁 1 views

Ab initio molecular orbital calculations

Ab initio molecular orbital calculations of 3,4-dihydro-1,2-dioxin, 3,6-dihydro-1,2-dioxin, 4H-1,3-dioxin (1,3-diox-4-ene), and 2,3-dihydro-1,4-dioxin (1,4-dioxene)

✍ Freeman, Fillmore; Lee, Choonsun; Hehre, Warren J.; Po, Henry N. 📂 Article 📅 1997 🏛 John Wiley and Sons 🌐 English ⚖ 277 KB 👁 1 views

A Novel Dilithiation Approach to 3,4-Dih

A Novel Dilithiation Approach to 3,4-Dihydro-2H-1,3-benzothiazines, 3,4-Dihydro-2H-1,3-benzoxazines, and 2,3,4,5-Tetrahydro-1,3-benzothiazepines.

✍ Alan R. Katritzky; Yong-Jiang Xu; Ritu Jain 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 159 KB 👁 1 views