Radical acylation: concepts, synthetic applications and directions

Abstract

Ketones could serve as prevalent structural cores in natural products, pharmaceuticals, and materials sciences. Synthesis of ketones is one of the most addressed problems in organic chemistry. Radical chemistry has...

Tuneable reduction of CO2 – organocatalyzed selective formylation and methylation of amines

“…Tetrahydroquinoline afforded the methylated product 2l in a yield of 76% in 4 h (entry 11). In comparison with secondary anilines, primary anilines normally exhibit lower nucleophilicity and form multiple reduction products 42,52 However, with this catalytic system, aniline (1m) and p-methoxyaniline (1n) afforded dimethylanilines in yields of 90% and 42%, respectively (entries 12 and 13). Besides anilines, benzyl-Nmethylamine (1o) was also tested.…”

Cr-mediated photocatalytic decarboxylative coupling of alpha-oxo acids with benzylic pyridinium salts

“…1 The synthesis of ketones has, therefore, received widespread attention. 2 In this realm, α-keto acids are significant acyl synthons to access ketones because of they are environmentally benign, have low toxicity and are readily available. 3 Most conventional decarboxylative coupling of α-keto acids for the construction of C(sp 2 )-rich scaffolds requires a transition metal or strong oxidant under high temperature, which limits synthetic applications.…”

A theoretical study of selective radical relay and coupling reactions for alkene difunctionalization

“…The transformation and functionalization of readily available alkene raw materials via chemical synthesis reactions have also provided various high-value products. [7][8][9][10][11] Over the past few decades, various nucleophiles and electrophiles [12][13][14][15][16][17][18] have been developed as a means of constructing chemical bonds, although radical-based [19][20][21][22][23] reactions can be more efficient. Radicals will readily react with unsaturated hydrocarbon compounds to afford relatively stable radical intermediates (Scheme 1a).…”