The formation of C C bonds is a central aspect of synthetic organic chemistry. However, in biocatalysis only few enzymes capable to perform this reaction are known, among which aldolases, transketolases, and hydroxynitril lyases have been investigated thoroughly. Some have even found their way into industrial applications. Friedel–Crafts alkylation is a classic organic reaction of great importa...

Due to the profound extent to which natural products inspire medicinal chemists in drug discovery, there is demand for innovative syntheses of these often complex materials. This article describes the synthesis of tricarbocyclic natural product architectures through an extension of the enantioselective Birch-Cope sequence with intramolecular Friedel-Crafts alkylation reactions. Additionally, pa...

An anodic cyclization-Friedel Crafts alkylation strategy has been used to rapidly assemble the core ring system of alliacol A and to complete a formal total synthesis of the natural product. The anodic cyclization reaction was used to effect the coupling of a nucleophilic furan ring to the normally nucleophilic carbon of a silyl enol ether. The substrate for this initial cyclization reaction co...

The development of efficient Friedel-Crafts alkylations of arenes and heteroarenes using only catalytic amounts of a Lewis acid has gained much attention over the last decade. The new catalytic approaches described in this review are favoured over classical Friedel-Crafts conditions as benzyl-, propargyl- and allyl alcohols, or styrenes, can be used instead of toxic benzyl halides. Additionally...

Abstract Continuous flow chemistry holds great potential for the production of biologically relevant molecules. Herein, we present an approach continuous synthesis cannabidiol and tetrahydrocannabinol in a one-flow system. The designed route consists reaction cascade involving Friedel-Crafts alkylation, subsequent ring opening cyclisation up to 45% yield. reactions were successfully performed u...

A novel study of external Brønsted acid-assisted thiourea catalysts in the asymmetric FriedelCrafts alkylation of indoles with nitroalkenes is reported. The final 3-substituted indoles derivatives are synthesized with better results by cooperative effect between chiral thiourea and a Brønsted acid additive (1a·HA), than those obtained with sole thiourea catalyst 1a. The effect of diverse catal...