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The production of pharmaceuticals usually involves multistep syntheses where the selectivity and yield of the individual steps are of utmost importance. Among highly efficient catalytic processes, carbonylation has gained special attention as it involves both new carbon-carbon bond formation and the introduction of a synthetically useful functionality into the parent molecule. Ambient conditions, high activity of the catalysts, the possibility of tuning selectivities and high functional group tolerance make these reactions versatile tools in the synthesis of carbonyl compounds and carboxylic acid derivatives. The synthetic utility of this methodology is demonstrated by examples from the past 10 years for the application of hydroalkoxycarbonylation of alkenes, carbonylation of aryl/alkenyl halides and oxidative carbonylation reactions for the synthesis of compounds of pharmaceutical interest.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H2077N – PubChem

 

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Palladium(ii)-catalyzed dual C-H functionalization of indoles with cyclic diaryliodoniums was successfully achieved, providing a concise method to synthesize dibenzocarbazoles. In a single operation, two C-C bonds and one ring were formed. The reaction was ligand free and tolerated air and moisture conditions.

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Isoquinoline – Wikipedia,
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[1,4]Oxazino[3,2-b]indoles as well as 1H-pyrazino[2,3-b]indoles are constructed in good to excellent yields via gold-catalyzed cascade cyclization of (azido)ynamides. The use of readily available starting materials, a simple procedure and mild reaction conditions are other significant features of this method.

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Isoquinoline – Wikipedia,
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An efficient method to prepare 1?H-spiro[indoline-3,3?- quinoline]-2?,4?-diones and their trifluoromethylated products was developed via a palladium-catalyzed Sonogashira coupling/Wacker-type oxypalladation/cyclization cascade reaction. The amount of water in the reaction system played an important role in the in situ trifluoromethylation reaction, and the trifluoromethylation exhibited excellent molecular self-induced stereoselectivity.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

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A novel strategy to N-Boc-N-methyl – tryptophans (abrine derivatives) was developed that relies on the palladium-catalyzed annulation of ortho-iodoanilines 12 with either N-Boc-N-methyl-propargylglycine 16 or aldehyde 11. Both 11 and 16 can be prepared from d-serine. An alternative route to propargylglycine 16 utilizes an enantioselective propargylation reaction of glycine imine 17.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H2009N – PubChem

 

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A simple and practically useful synthetic method for the synthesis of a variety of 2-aminobenzothiazoles was developed. This methodology could construct one C-N bond and two C-S bonds in a step reaction and provide the desired products in good to perfect yields.

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Isoquinoline – Wikipedia,
Isoquinoline | C9H2060N – PubChem

 

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A novel and concise synthesis of optically active tryptophan derivatives was developed via a palladium-catalyzed heteroannulation reaction of substituted o-iodoanilines with an internal alkyne. The required internal alkyne 14a or 25 was prepared in greater than 96% de via alkylation of the Schoellkopf chiral auxiliary 19 employing diphenyl phosphate as the leaving group. The Schoellkopf chiral auxiliary was chosen here for the preparation of L-tryptophans would be available from D-valine while the D-isomers required for natural product total synthesis would originate from the inexpensive L-valine (300-g scale). Applications of the palladium-catalyzed heteroannulation reaction were extended to the first asymmetric synthesis of L-isotryptophan 38 and L-benz[f]tryptophan 39. More importantly, the optically pure 6-methoxy-D-tryptophan 62 was prepared by this protocol on a large scale (>300 g). This should permit entry into many ring-A oxygenated indole alkaloids when coupled with the asymmetric Pictet-Spengler reaction. In addition, an improved total synthesis of tryprostatin A (9a) was accomplished in 43% overall yield employing this palladium-mediated process.

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Isoquinoline – Wikipedia,
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The current protocol represents a transition metal-free synthesis of polysubstituted phenanthridines from abundant starting materials like benzhydrol and 2-iodoaniline derivatives. The reaction involves sequential oxidation of alcohol and direct condensation reaction with the amine resulting in a C?N bond formation followed by a radical C?C coupling in a cascade sequence. The used base potassium tert-butoxide plays a dual role in dehydrogenation and homolytic aromatic substitution reaction. Using this methodology, twenty substituted phenanthridine derivatives were synthesized with up to 85% isolated yield. (Figure presented.).

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

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The invention discloses a […] azole compound and its preparation method and application. Belongs to the technical field of medicine. In order to neighbouring iodine aniline derivatives, benzaldehyde derivatives under the catalysis of the selenium in the copper of the process for preparing a series of containing methoxy benzo selenazole compound, the boron escapes finally through the tribromide methyl containing the hydroxy benzo […] compound. In vitro experiments, such benzo selenazole compound as estrogen receptor ER beta of the ligand exhibits excellent agonist effect. In a related study indicated, as ERb ligand compound to inflammation caused by rheumatoid arthritis and intestinal disease animal models the role played in the curative effect, therefore, the invention benzo selenazole compound in rheumatoid arthritis and intestinal diseases have potential in the treatment of the therapeutic effect. (by machine translation)

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H1994N – PubChem

 

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A visible-light-induced synthesis of N-H carbazoles from easily accessible 2,2?-diaminobiaryls in the absence of any external photosensitizer is reported. The process only requires tBuONO and natural resources, visible light, and molecular oxygen for the synthesis of N-H carbazoles. Experimental and computational studies support that the in situ formation of a visible-light-absorbing photosensitizing intermediate, benzocinnoline N-imide, is responsible for the activation of triplet molecular oxygen to singlet oxygen that, in turn, promotes the synthesis of carbazole.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem