Iron-catalyzed direct julia-type olefination of alcohols

TitleIron-catalyzed direct julia-type olefination of alcohols
Publication TypeJournal Article
Year of Publication2020
AuthorsLandge, VG, Babu, R, Yadav, V, Subaramanian, M, Gupta, V, Balaraman, E
JournalJournal of Organic Chemistry
Volume85
Issue15
Pagination9876-9886
Date PublishedAUG
Type of ArticleArticle
ISSN0022-3263
Abstract

Herein, we report an iron-catalyzed, convenient, and expedient strategy for the synthesis of styrene and naphthalene derivatives with the liberation of dihydrogen. The use of a catalyst derived from an earth-abundant metal provides a sustainable strategy to olefins. This method exhibits wide substrate scope (primary and secondary alcohols) functional group tolerance amino, nitro, halo, alkoxy, thiomethoxy, and S- and N-heterocyclic compounds) that can be scaled up. The unprecedented synthesis of 1-methyl naphthalenes proceeds via tandem methenylation/double dehydrogenation. Mechanistic study shows that the cleavage of the C-H bond of alcohol is the rate-determining step.

DOI10.1021/acs.joc.0c01173
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

4.335

Divison category: 
Organic Chemistry

Add new comment