a highly efficient, simple and green solvent-free protocol for the preparation of poly-substituted quinolines via friedländer hetero-annulation reaction between 2-aminoaryl ketones and carbonyl compounds in the presence of silica-supported p2o5 (p2o5 / sio2) is described. in this method, the title compounds are obtained in high to excellent yields and in short reaction times.

A highly efficient, simple and green solvent-free protocol for the preparation of poly-substituted quinolines via Friedländer hetero-annulation reaction between 2-aminoaryl ketones and carbonyl compounds in the presence of silica-supported P2O5 (P2O5 / SiO2) is described. In this method, the title compounds are obtained in high to exc...

A Fischer indole synthesis with a cis-configurated octahydroisobenzofuran-6-one yielded exclusively a furo[3,4-c]carbazole derivative as the product of a regioselective angular annulation reaction. A Friedländer quinoline synthesis from the same substrate gave a mixture of angular and linear annulation products, i. e. furo[3,4-a]acridine and furo[3,4-b]acridine derivatives. When submitting a mi...

Spirocyclic carbazole- and acridine-lactams were prepared by Fischer-indole or Friedländer-quinoline synthesis starting from spirocyclic ketones with a lactam ring. All annulation products were obtained as mixtures of separable regioisomers, which differ only in the position of one methyl group. The starting materials were prepared from 2-pyrrolidone and 2-piperidone by a sequence of protection...

Metal-free, operationally simple, and highly efficient one-pot aerobic process for the synthesis of functionalized/annulated quinolines is devised from easily available 2-aminobenzyl alcohol/2-aminobenzophenones and alkyl/aryl alcohols for the first time. The process involves two sequential reactions, namely in situ aerial oxidation of alcohols to the corresponding aldehydes/ketones followed by...

A series of prototypal metal-organic frameworks (MOFs) consisting of polyhedral cages with accessible Lewis-acid sites, have been systematically investigated for Friedländer annulation reaction, a straightforward approach to synthesizing quinoline and its derivatives. Amongst them MMCF-2 demonstrates significantly enhanced catalytic activity compared with the benchmark MOFs, HKUST-1 and MOF-505...

A novel Pd-catalyzed intermolecular dehydrogenative annulation of aryl iodides and aryl carbamic chlorides for the efficient synthesis of phenanthridinone derivatives was developed. Simple aryl iodides and carbamic chlorides readily made from various anilines, a broad substrate scope with hetero/polycycles, as well as high-value products, make this direct dehydrogenative annulation approach ver...

Cu(I)-mediated annulation reaction of a 1,1'-(1,3-butadiyne)-8,8'-(2,5-thiophene)-bridged carbazole dimer 10 with amines provided the N-substituted carbazole-based isophlorines 11a-11c. A similar annulation reaction with selenium in the presence of hydrazine monohydrate afforded hetero-core-modified isophlorine 12. The oxidation of 12 generated the corresponding 21-selena-23-thiaporphyrin 13, w...

The title mol-ecule, C(23)H(15)N(3), is a terpyridine derivative resulting from the Friedländer annulation between 2,6-diacetyl-pyridine and N,N'-bis-(2-amino-benz-yl)ethyl-ene-di-amine. The asymmetric unit contains one half-mol-ecule, the complete mol-ecule being generated by a mirror plane (one N atom and one C atom lie on the plane). The mol-ecule, although aromatic, is deformed from planari...

The efficient, regioselective synthesis of functionalized/annulated quinolines was achieved by the coupling of 2-aminoaryl ketones with alkynes/active methylenes/α-oxoketene dithioacetals promoted by InCl(3) in refluxing acetonitrile as well as under solvent-free conditions in excellent yields. This transformation presumably proceeded through the hydroamination-hydroarylation of alkynes, and t...