The scope of Rh-catalyzed C–C bond cleavage/annulation biphenylene with various aromatic nitriles was studied. subsequent Rh- and Ir-catalyzed C–H activation/annulation sequence the formed 9-arylphenanthridines alkynes gave rise to cationic [4], [5], [6] helical quinolizinium salts. reaction respect structural features starting Their arrangement confirmed through single-crystal X-ray analyses s...

Efficient methods for the convergent synthesis of (poly)cyclic scaffolds are urgently needed in synthetic and medicinal chemistry. Herein, we describe new annulation reactions of thioalkynes with phthalimide-substituted donor-acceptor cyclopropanes, which gave access to highly substituted cyclopentenes and polycyclic ring systems. With silyl-thioalkynes, the Lewis acid catalyzed [3+2] annulatio...

Direct 2(5H)-furanone annulation produces promising cross-coupling partners incorporating mor p-bromoand p-tosyloxyphenyl groups into the 5-position of a notable 2(5H)furanone pharmacore. The present one-pot annulation method involves two distinctive reactions: (i) a powerful and crossed Ti-direct aldol addition and (ii) an acid-induced characteristic cyclocondensation, leading to 2(5H)-furanon...

Abstract Selective syntheses of coumarin and benzofuran derivatives were achieved via HClO4-mediated intermolecular annulation using phenols α-methoxy-β-ketoesters. Coumarins are formed under dehydrated conditions, whereas benzofurans in the presence water. In synthetic process benzofurans, α-methoxy-β-ketoesters converted into α-methoxyacetophenones, methoxy group is an important element annul...

The Friedländer reactions of acetylbenzenes and 2-acetylpyridine with 3-aminonaphthalene-2-carbaldehyde afforded the corresponding 2-phenylbenzo[g]quinoline and 2-(pyrid-2-yl)benzo[g]quinoline, respectively. The same reactions of 3-aminonaphthalene-2-carbaldehyde with 1,2-, 1,3-, 1,4-di- and 1,3,5-triacetylbenzenes, however, afforded a series of corresponding (benzo[g]quinolin-2-yl)benzenes as ...

A simple and efficient synthesis of novel 3-(quinolin-2-yl)- and 3,6-bis(quinolin-2-yl)-9H-carbazoles, utilizing sodium ethoxide as a catalyst via a Friedländer condensation reaction between 3-acetyl-9-ethyl-9H-carbazole or 3,6-diacetyl-9-ethyl-9H-carbazole and β-aminoaldehydes or β-aminoketones is described. All of the title compounds were obtained in good yields of 52-72% and their structures...

The utilization of Pd nanoparticles stabilized by aggregates of hetero-oligophenylene derivative 3 as an excellent catalyst in a copper/amine free Sonogashira coupling reaction under aerial conditions at room temperature has been demonstrated.

A DNA duplex was used as a scaffold to evaluate the intrinsic reactivity of [2 + 2] photodimerization between stilbene derivatives; the duplex pre-organizes the substrates avoiding the need for an association step. Unmodified stilbenes were first introduced at base-pairing positions on complementary DNA strands. The duplex was then irradiated with 340 nm UV light. HPLC analyses revealed that [2...

An efficient, convenient, and eco-friendly biocatalytic approach was developed for the synthesis of quinoline derivatives via the α-chymotrypsin-catalyzed Friedländer reaction. Interestingly, α-chymotrypsin exhibited higher catalytic activity in an ionic liquid (IL) aqueous solution as compared to that observed in our previous relevant study, which was conducted using an organic solvent, and a ...