We designed and synthesized a series of isoindigo-based derivatives to investigate how chemical structure modification at both the 6,6'- and 5,5'-positions of the core with electron-rich and electron-poor moieties affect photophysical and redox properties as well as their solid-state organization. Our studies reveal that 6,6'-substitution on the isoindigo core results in a stronger intramolecul...

A double helicenic benzothieno–benzothiophene derivative, showing homochiral layers of MM and PP enantiomers in the single crystal phase, behaves as a p-type semiconductor thin-film OFET devices fabricated by both spin coating evaporation.

A concise and practical stereoselective synthesis of ipragliflozin L-proline was presented starting from 2-[(5-iodo-2-fluorophenyl)methyl]-1-benzothiophene and 2,3,4,6-tetra-O-pivaloyl-α-D-glucopyranosyl bromide without catalyst via iodine-lithium-zinc exchange. The overall yield was 52% in three steps and the product purity was excellent. Two key diastereomers were prepared with efficient and ...

C-S bond cleavage in thiophene, benzothiophene and dibenzothiophene is achieved under biphasic conditions by the water-soluble cluster cation [H(4)Ru(4)(C(6)H(6))(4)](2+) which is converted into the disulfido cluster [H(2)S(2)Ru(4)(C(6)H(6))(4)](2+).

A series of heterocyclic quinones based on benzofuran, benzothiophene, indazole and benzisoxazole has been synthesized, and evaluated for their ability to function as substrates for recombinant human NAD(P)H:quinone oxidoreductase (NQO1), a two-electron reductase upregulated in tumor cells. Overall, the quinones are excellent substrates for NQO1, approaching the reduction rates observed for men...

Ionic liquids (ILs) were synthesized inside a porous metal-organic framework (MIL-101) via a ship-in-bottle (SIB) technique. Unlike previously reported IL-incorporated MIL-101s, IL@MIL-101 prepared by the SIB approach was very stable over several cycles for the liquid phase adsorption of benzothiophene from liquid fuel.

N-Myristoyltransferase (NMT) is an attractive antiprotozoan drug target. A lead-hopping approach was utilized in the design and synthesis of novel benzo[b]thiophene-containing inhibitors of Plasmodium falciparum (Pf) and Plasmodium vivax (Pv) NMT. These inhibitors are selective against Homo sapiens NMT1 (HsNMT), have excellent ligand efficiency (LE), and display antiparasitic activity in vitro....