ABSTRACT
The photoredox amination of arene protocols mostly comprises photocatalyst-mediated transformations. Herein, we presented the photocatalyst-free, visible-light promoted, direct conversion of C(sp2)-H to C(sp2)-N method. Multipurpose benzothiadiazoles are used as model synthons and secondary amines as aminating agents. Mechanistic study reveals that the radical reaction mechanism proceeds through nitrogen-centered radical generation, followed by the addition of arenes, which was demonstrated for the present amination protocol of benzothiadiazole with secondary amines in an atom economical fashion.
Subject(s)
Amines , Thiadiazoles , Amination , Catalysis , Molecular Structure , Amines/chemistryABSTRACT
Herein, we present a tandem aza-Michael addition-vinylogous aldol condensation strategy for the synthesis of N-bridged pyridine fused quinolone derivatives from quinolones and ynones. The presented tandem transformation features the construction of C-N and CîC bonds in a single operation, under transition metal-free conditions. The wide substrate scope and gram scale synthesis of pyridine fused quinolone derivatives expand the synthetic value of the presented protocol.
ABSTRACT
Lead-halide perovskites has grabbed great attention in recent years due to its unique photophysical and electrical properties. It has open new window in organic solar cell application for commercial point. Research has extended its application further towards visible light photoredox catalysts for organic synthesis. Due to intrinsic redox properties, sharp absorption and emissions patterns makes lead-halide perovskites as promising photoredox catalyst. In the presence of light, perovskite absorbs light, generates electrons/holes, which can reduce or oxidize species at reactive centres of organic molecule, leads to organic transformation. Lead-halide perovskites are used as heterogeneous catalysts for small molecules activations like CO, CH4 and NO, also suitable photocatalysts for organic bond formations, oxidations, reductions, polymerizations and dimerization transformations. Recent literatures have set another milestone for perovskite materials in organic synthesis. This review provides information on lead-halides perovskite in visible-light photoredox catalysis such as C-C, C-X (X-halo, hetero atom) bond formations C-H arylation.
ABSTRACT
Construction of imidazoles has been demonstrated on water under base-free conditions. The reaction of dihydro ß-carboline imines and p-toluenesulfonylmethyl isocyanides furnished the corresponding substituted N-fused imidazo 6,11-dihydro ß-carboline derivatives in very good yields under ambient conditions. The use of deuterium oxide (D2O) as a solvent enabled the incorporation of deuterium isotopes in the imidazole ring.
ABSTRACT
A base-mediated tandem aza-Michael addition-vinylogous nitroaldol condensation has been described between 3,5-dialkyl 4-nitropyrazoles and alkynyl ketones/aldehydes. This transition metal-free atom economical transformation occurred via C-N and CâC bond formations in one step with the elimination of water. The construction of a variety of highly substituted N-fused 3-nitropyrazolopyridine derivatives has been demonstrated with good yields. Good to excellent regioselectivities have been achieved with unsymmetrically substituted 4-nitropyrazoles.
ABSTRACT
An efficient and green route to access diverse functionalized ketones via dehydrogenative-dehydrative cross-coupling of primary and secondary alcohols is demonstrated. Selective and tunable formation of ketones or alcohols is catalyzed by a recently developed proton responsive ruthenium phosphine-pyridone complex. Light alcohols such as ethanol could be used as alkylating agents in this methodology. Moreover, selective tandem double alkylation of isopropanol is achieved by sequential addition of different alcohols.
ABSTRACT
ß-C(sp3)-H functionalization on the 'privileged' piperazine nucleus has been disclosed using ruthenium catalysis. The ruthenium catalyzed synthesis of a variety of piperazine fused indoles from ortho-piperazinyl (hetero)aryl aldehydes is presented. This transformation takes place via the dehydrogenation of piperazine followed by an intramolecular nucleophilic addition of the transient enamine moiety onto the carbonyl group and aromatization cascade.
