Copper-Catalyzed One-Pot Synthesis of Quinazolinones from 2-Nitrobenzaldehydes with Aldehydes: Application toward the Synthesis of Natural Products

Author(s):  
Subrata Sahoo ◽  
Shantanu Pal
2016 ◽  
Vol 14 (1) ◽  
pp. 122-130 ◽  
Author(s):  
Deuk-Young Goo ◽  
Sang Kook Woo

We have developed a highly efficient synthetic route to carbazoles that employs sequential C–C/C–N bond formation via Suzuki cross-coupling and Cadogan cyclization. The developed method is compatible with electron neutral, rich or deficient substrates. The synthetic utility of this method was demonstrated by the concise syntheses of four natural products.


Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3148
Author(s):  
Martina Palomba ◽  
Italo Franco Coelho Dias ◽  
Ornelio Rosati ◽  
Francesca Marini

In recent years, vinyl selenones were rediscovered as useful building blocks for new synthetic transformations. This review will highlight these advances in the field of multiple-bond-forming reactions, one-pot synthesis of carbo- and heterocycles, enantioselective construction of densely functionalized molecules, and total synthesis of natural products.


2010 ◽  
Vol 73 (5) ◽  
pp. 811-813 ◽  
Author(s):  
Patrick Foley ◽  
Nicolas Eghbali ◽  
Paul T. Anastas

2019 ◽  
Vol 18 (1) ◽  
pp. 165-170 ◽  
Author(s):  
Daniel Paprocki ◽  
Stanisław Berłożecki ◽  
Ryszard Ostaszewski

Abstract 3-Cyanopiperidin-2,6-diones are key intermediates in the synthesis of several drugs and natural products. We developed  one-pot synthesis of 3-cyanopiperidin-2,6-diones by Knoevenagel condensation of cyanoacetic acid and aldehydes, followed by addition of cyanoacetic acid, Achmatowicz reaction and decarboxylation. We tested a wide range of aliphatic and aromatic aldehydes. Products were obtained under simple, environmentally friendly conditions and in yields up to 99%. Substrates were stirred in toluene at reflux, and filtered through short pad of silica gel, and the product was purified by recrystallization.


2021 ◽  
Vol 17 ◽  
pp. 485-493
Author(s):  
Geetanjali S Sontakke ◽  
Rahul K Shukla ◽  
Chandra M R Volla

A metal- and additive-free, highly efficient, step-economical deoxygenative C2-heteroarylation of quinolines and isoquinolines was achieved from readily available N-oxides and N-sulfonyl-1,2,3-triazoles. A variety of α-triazolylquinoline derivatives were synthesized with good regioselectivity and in excellent yields under mild reaction conditions. Further, a gram-scale and one-pot synthesis illustrated the efficacy and simplicity of the developed protocol. The current transformation was also found to be compatible for the late-stage modification of natural products.


2020 ◽  
Author(s):  
Lucien Caspers ◽  
Julian Spils ◽  
Mattis Damrath ◽  
Enno Lork ◽  
Boris Nachtsheim

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>


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