No abstract

A simple and concise method for the synthesis of cinnolines has been developed by the reactions of readily available enaminones and aryl diazonium tetrafluoroboronates. The reactions run efficiently to provide cinnolines with broad diversity in the substructure by heating in dimethyl sulfoxide without using any catalyst or additive. In addition, the primary investigation of the anti-inflammatory activity of these products leads to the observation of p-chlorobenzoyl (3f) and p-nitrobenzoyl (3j) cinnolines as attractive anti-inflammatory compounds in vitro.

This paper reports the transition metal‐free C(sp3)−H sulfenylation of arylacetamides by using thiophenols as the sulfenyl reagents. The reactions take place in the presence of only K3PO4. Control experiments indicate that the reactions proceed via a featured sulfur‐centred free radical intermediate. In addition, the synthesis of 2‐thiomethyl benzoxazoles has been realized via the p‐toluenesulfonic acid (p‐TSA) promoted annulation of the sulfenylated products.

C-X (X = halogen) bonds are indispensable functional groups in organic synthesis by mediating a massive number of important organic reactions. While a variety of different catalytic strategies are available for generating C-X bonds, those methods enabling the C-X bond formation under transition metal-free conditions via the C-H bond functionalization are particularly interesting because of the inherent atom economy and environmental friendliness associated with such methods. Herein, the advancements in the transition metal-free halogenation of C(2)-H bond are reviewed.