Formal synthesis of brivaracetam: a key to construct the pyrrolidone scaffold using Pd-catalyzed oxidative cyclization and ring-closing metathesis reaction

TitleFormal synthesis of brivaracetam: a key to construct the pyrrolidone scaffold using Pd-catalyzed oxidative cyclization and ring-closing metathesis reaction
Publication TypeJournal Article
Year of Publication2019
AuthorsChavan, SP, Kawale, SA, Chavan, PN
JournalTetrahedron Letters
Volume60
Issue46
Pagination151249
Date PublishedNOV
Type of ArticleArticle
ISSN0040-4039
KeywordsAntiepileptic drugs, Pd-catalyzed oxidative cyclization, pyrrolinone, Ring-closing metathesis reaction
Abstract

A short and efficient synthetic approach for brivaracetam has been accomplished via two different routes which utilize Pd-catalyzed oxidative cyclization and ring-closing metathesis (RCM) as the key reaction. These two routes are novel, simple, scalable and rely on (E)-pent-2-en-1-ol and valeraldehyde as a commercially available starting material to yield brivaracetam with good overall yield. (C) 2019 Published by Elsevier Ltd.

DOI10.1016/j.tetlet.2019.151249
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.125

Divison category: 
Organic Chemistry

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