Combining Trifunctionalization of Alkynoic Acids, Arene ortho C-H Functionalization and Amination: An Approach to Unsymmetrical 2,3-Diaryl Substituted Indoles.

Here we report a simultaneous construction of two C-C and two C-N bonds in a unified procedure that incorporates alkynoic acid trifunctionalization, ortho C-H functionalization, and amination cascade. In an ordered process, the regioselective alkyne insertion reaction is favored over the decarboxylation process. The presence of the carboxyl group in alkynoic acid ensures the high regioselectivity in the carbopalladation process, paving the way for a novel method to synthesize unsymmetrically 2,3-diaryl substituted indole scaffolds with excellent regioselectivity.

Synthesis of N-, O-, and S-heterocycles from aryl/alkyl alkynyl aldehydes.

In the field of heterocyclic synthesis, alkynyl aldehydes serve as privileged reagents for cyclization reactions with other organic compounds to construct a broad spectrum of N-, O-, and S-heterocycles. Due to the immense application of heterocyclic molecules in pharmaceuticals, natural products, and material chemistry, the synthesis of such scaffolds has received wide attention. The transformations occurred under metal-catalyzed, metal-free-promoted, and visible-light-mediated systems.

A Fast Track to Indoles and Annulated Indoles through - vs Amination of Aryl Halides.

A complementary site selective - vs -amination of aryl halides using non-electrophilic amine sources for construction of indole scaffolds is reported. A palladium-catalyzed alkyne insertion/C-H activation/palladacycle amination via merger of three easily diversified components including iodoarenes, alkynes, and amines delivers indoles with different substitution patterns even in gram scales. By employing -bromoanilines, a consecutive annulative π-extension of indoles proceeds to construct indolo[1,2-]phenanthridine scaffolds via four C-C and C-N bond formations in one pot.

Preparation of thallium nanomaterials from thallium(I) coordination polymers precursors synthesized by green sonochemical and mechanochemical processes.

Microstructures of [Tl(μ-ATA)] (1), [HATA=2-aminoterephthalic acid], supramolecular polymer was synthesized by sonochemical process (1S) and used as new precursor for preparation pure phase of thallium(III) oxide microstructures. [Tl(μ-dcpa)] (2), [Hdcpa=2,4-dichlorophenoxyacetic acid], is another supramolecular polymer which was synthesized by green sonochemical (2S) and mechanochemical (2M) processes. These two samples of 2 were also used for preparation of thallium nanomaterials.