Design, synthesis and structure–activity relationship studies on erianin analogues as pyruvate carboxylase inhibitors in hepatocellular carcinoma cells

Abstract

A series of novel erianin analogues based on the bioisosterism principles by changing two aromatic rings of erianin, the substituents on the rings and the linker between them, were designed,...

One-pot cascade synthesis of dibenzothiophene-based heterobiaryls from dibenzothiophene-5-oxide

“…However, using sulfoxides as directing groups for metalation–boration, especially metalation–boration of sp 2 C–H bonds is much more challenging due to the intrinsic sensitivity to boration conditions, 25,26 even though the produced organoborons are widely used in organic functional group transformation. Thanks to our continual efforts towards realizing the high-value utilization of DBT derivatives and the synthesis of biaryls (Scheme 1B), 27–30 we have recently achieved a diverse conversion of DBT to a range of biphenyls via a photoinduced Thia-Baeyer–Villiger oxidation of DBTOs. 27 We reported herein a sulfoxide group directed C–H metalation–boration of DBT derivatives.…”

“…However, using sulfoxides as directing groups for metalation-boration, especially metalation-boration of sp 2 C-H bonds is much more challenging due to the intrinsic sensitivity to boration conditions, 25,26 even though the produced organoborons are widely used in organic functional group transformation. Thanks to our continual efforts towards realizing the high-value utilization of DBT derivatives and the synthesis of biaryls (Scheme 1B), [27][28][29][30] we have recently 27 We reported herein a sulfoxide group directed C-H metalation-boration of DBT derivatives. In particular, we have developed a sulfoxide directed regioselective boration of DBTO, which was followed by reduction of the sulfoxide to sulfide and the Suzuki coupling reaction, yielding 4-aromatic substituted DBT derivatives (heterobiaryls) in one-pot (Scheme 1C).…”