✦ LIBER ✦

A novel synthesis of spiro[2.6]nonadienones by the reaction of magnesium cyclopropylidenes with naphtholates and phenolates

✍ Scribed by Tsuyoshi Satoh; Shinobu Nagamoto; Masanobu Yajima; Yukie Yamada; Yuki Ohata; Makoto Tadokoro

Book ID: 104095625
Publisher: Elsevier Science
Year: 2008
Tongue: French
Weight: 281 KB
Volume: 49
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2008.07.066

No coin nor oath required. For personal study only.

✦ Synopsis

a b s t r a c t

The sulfoxide-magnesium exchange reaction of aryl 1-chlorocyclopropyl sulfoxides with i-PrMgCl in THF at low temperature gave magnesium cyclopropylidenes. Treatment of the magnesium cyclopropylidenes with lithium naphtholates or phenolates resulted in the formation of spiro[2.6]nonadienones in up to 82% yield. The structure of the spiro[2.6]nonadienones was found to be dependent on the structure of the naphtholates and phenolates.

📜 SIMILAR VOLUMES

ChemInform Abstract: A Novel Synthesis o

ChemInform Abstract: A Novel Synthesis of Spiro[2.6]nonadienones by the Reaction of Magnesium Cyclopropylidenes with Naphtholates and Phenolates.

✍ Tsuyoshi Satoh; Shinobu Nagamoto; Masanobu Yajima; Yukie Yamada; Yuki Ohata; Mak 📂 Article 📅 2008 🏛 John Wiley and Sons ⚖ 37 KB

ChemInform Abstract: Synthesis of Spiro[

ChemInform Abstract: Synthesis of Spiro[2.6]nonadienones and Spiro[3.6]decadienones by the Reaction of Cyclopropyl- and Cyclobutylmagnesium Carbenoids with Lithium Phenolates and Naphtholates.

✍ Tsuyoshi Satoh; Tsutomu Kimura; Yuki Sasaki; Shinobu Nagamoto 📂 Article 📅 2012 🏛 John Wiley and Sons ⚖ 36 KB

The Reaction of 2-Chlorocyclohexanone wi

The Reaction of 2-Chlorocyclohexanone with β-Naphthol. A Novel Synthesis of γ-Brazan

✍ Osdene, T. S.; Russell, Peter B. 📂 Article 📅 1966 🏛 American Chemical Society 🌐 English ⚖ 440 KB

A Novel Synthetic Method for Alkylidenec

A Novel Synthetic Method for Alkylidenecyclopropanes Based on the Reaction of Magnesium Cyclopropylidenes with Lithium α-Sulfonyl Carbanions.

✍ Tsuyoshi Satoh; Shinya Saito 📂 Article 📅 2004 🏛 John Wiley and Sons ⚖ 115 KB 👁 1 views

## Abstract For Abstract see ChemInform Abstract in Full Text.

Reactions of methylenecyclopropanes with

Reactions of methylenecyclopropanes with a diethylzinc-bromoform system, and the utilization for synthesis of a novel cyclopropylidene-nucleoside

✍ Changmei Cheng; Tetsuro Shimo; Kenichi Somekawa; Masaru Kawaminami 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 211 KB

The reactions of substituted me~hylanecyclopropane with clethylzinc-bromoform gave bromcepimf2.2]pentane d=ivatives, bromoform-aditien compounds, an oxabicydo-compound and adjacent di~pound, and the last ixcduct was derived to a novel a, ~unmanated nucloside.

A novel and efficient domino reaction fo

A novel and efficient domino reaction for the one-pot synthesis of spiro-2-aminopyrimidinones

✍ Sorour Ramezanpour; Mehri Seyed Hashtroudi; Hamid Reza Bijanzadeh; Saeed Balalai 📂 Article 📅 2008 🏛 Elsevier Science 🌐 French ⚖ 98 KB

A novel and efficient protocol is developed for the synthesis of various spiro-2-amino pyrimidinones via the three-component condensation of alkyl cyanoacetates, guanidinium carbonate and N-substituted 4-piperidinones in ethanol at reflux. High yields, neutral conditions, and short reaction times ar