scholarly journals An Efficient Approach to 2-CF3-Indoles Based on ortho-Nitrobenzaldehydes

Molecules ◽  
2021 ◽  
Vol 26 (23) ◽  
pp. 7365
Author(s):  
Vasiliy M. Muzalevskiy ◽  
Zoia A. Sizova ◽  
Vladimir T. Abaev ◽  
Valentine G. Nenajdenko
Keyword(s):  
Nitro Group ◽  
Intramolecular Cyclization ◽  
One Pot ◽  
Efficient Approach ◽  
Catalytic Olefination Reaction

The catalytic olefination reaction of 2-nitrobenzaldehydes with CF3CCl3 afforded stereoselectively trifluoromethylated ortho-nitrostyrenes in up to 88% yield. The reaction of these alkenes with pyrrolidine permits preparation of α-CF3-β-(2-nitroaryl) enamines. Subsequent one pot reduction of nitro-group by Fe-AcOH-H2O system initiated intramolecular cyclization to afford 2-CF3-indoles. Target products can be prepared in up to 85% yields. Broad synthetic scope of the reaction was shown as well as some followed up transformations of 2- CF3-indole.

One-Pot Synthesis and Conformational Analysis of 6-Membered Cyclic Iodonium Salts

2020 ◽  
Author(s):  
Lucien Caspers ◽  
Julian Spils ◽  
Mattis Damrath ◽  
Enno Lork ◽  
Boris Nachtsheim
Keyword(s):  
Conformational Analysis ◽  
Bronsted Acids ◽  
One Pot ◽  
Benzyl Alcohols ◽  
Iodonium Salts ◽  
Efficient Approach ◽  
One Pot Synthesis ◽  
Diaryliodonium Salts

In this article we describe an efficient approach for the synthesis of cyclic diaryliodonium salts. The method is based on benzyl alcohols as starting materials and consists of an Friedel-Crafts-arylation/oxidation sequence. Besides a deep optimization, particluar focusing on the choice and ratios of the utilized Bronsted-acids and oxidants, we explore the substrate scope of this transformation. We also discuss an interesting isomerism of cyclic iodonium salts substituted with aliphatic substituents at the bridge head carbon. <br>

Synthesis of Pyridoisoindoles through Diazotization Followed by Intramolecular Cyclization from Pyridinylarylacetates in One Pot

2015 ◽  
Vol 357 (13) ◽  
pp. 2903-2912 ◽  
Author(s):  
Cheol-Eui Kim ◽  
Yonghyeon Baek ◽  
Sung Hong Kim ◽  
Phil Ho Lee
Keyword(s):  
Intramolecular Cyclization ◽  
One Pot

An efficient approach towards three component coupling of one pot reaction for synthesis of functionalized benzopyrans

2006 ◽  
Vol 43 (6) ◽  
pp. 1691-1693 ◽  
Author(s):  
B. Sunil Kumar ◽  
N. Srinivasulu ◽  
R. H. Udupi ◽  
B. Rajitha ◽  
Y. Thirupathi Reddy ◽  
...  
Keyword(s):  
One Pot ◽  
Efficient Approach ◽  
Three Component Coupling

scholarly journals A Synthesis of 4-Chloro-2-(trichloromethyl)pyrimidines and Their Study in Nucleophilic Substitution

Synthesis ◽  
2018 ◽  
Vol 51 (02) ◽  
pp. 530-537 ◽  
Author(s):  
Moisés Romero-Ortega ◽  
Michelle Trujillo-Lagunas ◽  
Ignacio Medina-Mercado ◽  
Ivann Zaragoza-Galicia ◽  
Horacio Olivo
Keyword(s):  
Nucleophilic Substitution ◽  
Intramolecular Cyclization ◽  
Nitrogen Heterocycles ◽  
Cyclization Reaction ◽  
Substitution Reactions ◽  
Pyrimidine Derivatives ◽  
One Pot ◽  
Acyl Chlorides ◽  
Nucleophilic Substitution Reactions ◽  
One Pot Synthesis

A convenient two-step, one-pot synthesis of 4-chloro-2-(trichloromethyl)pyrimidines starting from 2-(trichloromethyl)-1,3-diazabutadienes is described. These nitrogen heterocycles were prepared by a sequential acylation/intramolecular cyclization reaction between 2-(trichloromethyl)-1,3-diazabutadienes and acyl chlorides in the presence of triethylamine followed by treatment with POCl3. This is the first report for the synthesis of this type of 4-chloro-2-(trichloromethyl)pyrimidine derivatives and serves as a source for a wide variety of other substituted pyrimidines by nucleophilic substitution reactions.

One-pot regioselective synthesis of substituted pyrazoles and isoxazoles in PEG-400/water medium by Cu-free nano-Pd catalyzed sequential acyl Sonogashira coupling–intramolecular cyclization

2019 ◽  
Vol 9 (22) ◽  
pp. 6471-6481 ◽  
Author(s):  
Narasimha Swamy Thirukovela ◽  
Ramesh Balaboina ◽  
Vinayak Botla ◽  
Ravinder Vadde ◽  
Sreekantha Babu Jonnalagadda ◽  
...  
Keyword(s):  
Intramolecular Cyclization ◽  
Pd Nanoparticles ◽  
Environmentally Benign ◽  
Water Medium ◽  
Sonogashira Coupling ◽  
One Pot ◽  
Peg 400 ◽  
Sequential Coupling ◽  
Substituted Pyrazoles

Catalyst efficacy of in situ generated Pd-nanoparticles in the regioselective one-pot synthesis of substituted pyrazoles and isoxazoles via sequential coupling-cyclization methodology in environmentally benign medium is described.

Reductive Condensation of a Nitro Group with Carboxylic Acids Promoted by Phosphorus(III) Compounds: A Short Route to 5H-Dibenzo[b,e][1,4]diazepin-11(10H)-ones

Synthesis ◽  
2020 ◽  
Author(s):  
Zbigniew Wróbel ◽  
Michał Tryniszewski ◽  
Robert Bujok ◽  
Roman Gańczarczyk
Keyword(s):  
Nitro Group ◽  
Carboxylic Acids ◽  
Carboxyl Group ◽  
Short Route ◽  
Step Method ◽  
One Pot ◽  
Aryl Group ◽  
Intramolecular Condensation ◽  
Reductive Condensation

Tributyl- or triphenylphosphine promotes a one-pot, three-step method for the synthesis of differently substituted dibenzodiazepinones from N-aryl-2-nitroanilines. Pyridine analogues and the corresponding thiazepinones can also be formed using this method. The process involves deoxygenation of the nitro group, then formation of an iminophosphorane intermediate and its intramolecular condensation with a carboxyl group placed in the N-aryl group. The role of the carboxyl group in the formation of the iminophosphorane and the mode of cyclization are discussed.

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