Direct Carbon−Carbon Bond Formation via Soft Enolization: A Facile and Efficient Synthesis of 1,3-Diketones
Organic Letters2007Vol. 9(21), pp. 4139–4142
Citations Over TimeTop 10% of 2007 papers
Abstract
Ketones undergo soft enolate formation and acylation on treatment with MgBr(2).OEt(2), i-Pr(2)NEt, and various acylating agents to give 1,3-diketones. The process is particularly efficient for N-acylbenzotriazoles and O-Pfp esters, and, in these cases, is conducted with untreated, reagent-grade CH(2)Cl(2) open to the air, thus providing an exceptionally simple approach to the synthesis of this important class of compounds.
Related Papers
- → TFFH as an Excellent Reagent for Acylation of Alcohols, Thiols and Dithiocarbamates(2004)12 cited
- → N-Acyl-N-(4-chlorophenyl)-4-nitrobenzenesulfonamides: highly selective and efficient reagents for acylation of amines in water(2015)8 cited
- → Two Efficient N-Acylation Methods Mediated by Solid-Supported Reagents for Weakly Nucleophilic Heterocyclic Amines(1999)21 cited
- → A New Polymeric Reagent—8-Acyloxyquinoline Polymer for Acylation of Amines(1982)15 cited
- → TFFH as an Excellent Reagent for Acylation of Alcohols, Thiols and Dithiocarbamates.(2005)4 cited