CuSO4–d-glucose, an inexpensive and eco-efficient catalytic system: direct access to diverse quinolines through modified Friedländer approach involving SNAr/reduction/annulation cascade in one pot

RSC Advances ◽  
2015 ◽  
Vol 5 (10) ◽  
pp. 7654-7660 ◽  
Author(s):  
Namrata Anand ◽  
Tanmoy Chanda ◽  
Suvajit Koley ◽  
Sushobhan Chowdhury ◽  
Maya Shankar Singh

A one-pot, efficient approach to quinoline synthesis, directly from 2-bromoaromatic aldehydes/ketones in a H2O–EtOH mixture involving a sequence of SNAr/reduction/annulation cascade using CuSO4-d-glucose, is devised.

2012 ◽  
Vol 8 ◽  
pp. 1771-1777 ◽  
Author(s):  
Rajkumar Jeyachandran ◽  
Harish Kumar Potukuchi ◽  
Lutz Ackermann

Step-economical syntheses of annulated 1,2,3-triazoles were accomplished through copper-catalyzed intramolecular direct arylations in sustainable one-pot reactions. Thus, catalyzed cascade reactions involving [3 + 2]-azide–alkyne cycloadditions (CuAAC) and C–H bond functionalizations provided direct access to fully substituted 1,2,3-triazoles with excellent chemo- and regioselectivities. Likewise, the optimized catalytic system proved applicable to the direct preparation of 1,2-diarylated azoles through a one-pot C–H/N–H arylation reaction.


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>


Synthesis ◽  
2017 ◽  
Vol 50 (03) ◽  
pp. 565-574 ◽  
Author(s):  
Norio Sakai ◽  
Shuhei Horikawa ◽  
Yohei Ogiwara

The direct conversion of lactones into thiolactones with elemental sulfur (S8) catalyzed by InCl3/PhSiH3 in a one-pot reaction is described. This catalytic system was successfully applied to the novel preparation of selenolactones from lactones and selenium.


2015 ◽  
Vol 39 (8) ◽  
pp. 6253-6260 ◽  
Author(s):  
Anuj Thakur ◽  
P. Linga Reddy ◽  
Mohit Tripathi ◽  
Diwan S. Rawat

EDDF–ethylene glycol, an ambiphilic catalytic system has been employed for the mild and rapid synthesis of various 3-indolochromenes and 3-indoloxanthenesviaa one-pot MCR. Besides recyclability of the catalyst, the present method circumvents the formation of any by-products.


2006 ◽  
Vol 43 (6) ◽  
pp. 1691-1693 ◽  
Author(s):  
B. Sunil Kumar ◽  
N. Srinivasulu ◽  
R. H. Udupi ◽  
B. Rajitha ◽  
Y. Thirupathi Reddy ◽  
...  

Synthesis ◽  
2021 ◽  
Author(s):  
Pragya Pali ◽  
Dhananjay Yadav ◽  
Gaurav Shukla ◽  
Maya Shankar Singh

An efficient and versatile copper-catalyzed unprecedented intermolecular radical [3 + 2] annulation of thioamides with azobisisobutyronitrile (AIBN) is described. This two-component one-pot copper(II)-catalyzed transformation has been achieved via cascade formation of C-S/C−N bonds through the cyclization of in situ generated N,S-acetal intermediate from β-ketothioamide. This operationally simple method allows direct access to synthetically demanding thiazolidin-4-ones in good to excellent yields containing diverse functional groups of different electronic and steric nature. Remarkably, the readily available reaction partners, avoidance of expensive/toxic reagents and the gram scale synthesis are additional attributes to this strategy. AIBN here plays a dual role as radical initiator and unusual source of two carbon coupling partner. Notably, the products possess Z-stereochemistry with regard to the exocyclic C=C double bond at the 2-position of the thiazolidine ring.


2020 ◽  
Vol 44 (9-10) ◽  
pp. 557-565
Author(s):  
Zhenzhen Geng ◽  
Hong-yu Zhang ◽  
Guohui Yin ◽  
Yuecheng Zhang ◽  
Jiquan Zhao

The ionic liquid 1-methyl-3-(3-sulfopropyl)imidazolium chloride ([MIMPs]+Cl-) in combination with 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) and sodium nitrite (NaNO2) as a catalytic system demonstrates high efficiency in the one-pot two-step aerobic oxidative condensation of benzyl alcohols with 1,2-phenylenediamines to give benzimidazoles. Various benzimidazoles are obtained in good to excellent yields by this strategy.


2019 ◽  
Vol 55 (53) ◽  
pp. 7663-7666 ◽  
Author(s):  
Chuang Li ◽  
Guangyue Xu ◽  
Kui Li ◽  
Chenguang Wang ◽  
Ying Zhang ◽  
...  

A weakly basic Co/CeOx catalyst for one-pot humin-free conversion of cellulose to ethylene glycol (EG) and 1,2-propylene glycol (1,2-PG).


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