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A new synthesis of 3-substituted-1H-indenes through reaction of o-(β-magnesioalkyl)phenylmagnesium dihalides with carboxylate esters

✍ Scribed by Robert W. Baker; Michael A. Foulkes; Michael Griggs; Bao N. Nguyen

Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
321 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis

A new synthesis of 3-substituted-1H-indenes has been developed through the reaction of o-(b-magnesioalkyl)phenylmagnesium dihalides with carboxylate esters, followed by dehydration of the intermediate 1-substituted-1-indanols. Di-Grignard reagents allowing the synthesis of 3-substituted-, 2-methyl-3-substituted-, and 4-methyl-3-substituted-1H-indenes have been prepared, with overall yields for the two-step sequence ranging from 45 to 95%.

📜 SIMILAR VOLUMES

Corrigendum to “A new synthesis of 3-sub
Corrigendum to “A new synthesis of 3-substituted-1H-indenes through reaction of o-(β-magnesioalkyl)phenylmagnesium dihalides with carboxylate esters”: [Tetrahedron Lett. 43 (2002) 9319]
✍ Robert W. Baker; Michael A. Foulkes; Michael Griggs; Bao N. Nguyen 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 41 KB

The authors regret that the value of the Gibbs energy of activation for the atropisomerisation of compound 20 (minor to major diastereoisomer) at 288 K was incorrectly given as 23.3 kcal mol -1 . The actual value is 22.9 kcal mol -1 . PII of original article: S 0 0 4 0 -4 0 3 9 ( 0 2 ) 0 2 3 4 4 -4