Multicomponent assembling of isatins, malononitrile and 4-hydroxy-6-methylpyridin-2(1H)-ones: one-pot efficient approach to privileged spiro[indoline-3,4’-pyrano[3,2-c]pyridine]-2,5’(6’H)-dione scaffold

2016 ◽  
Vol 26 (5) ◽  
pp. 399-401 ◽  
Author(s):  
Michail N. Elinson ◽  
Fedor V. Ryzhkov ◽  
Anatoly N. Vereshchagin ◽  
Tatiana A. Zaimovskaya ◽  
Victor A. Korolev ◽  
...  
Keyword(s):  
One Pot ◽  
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>


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

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.


RSC Advances ◽  
2020 ◽  
Vol 10 (69) ◽  
pp. 42557-42563
Author(s):  
Jotheeswari Kothandaraman ◽  
David J. Heldebrant

An atom (100%) and energy-efficient approach to coproduce two commodity chemicals, methanol and glycol, has been demonstrated for the first time using H2, CO2, and epoxide as feeds.


2017 ◽  
Vol 41 (7) ◽  
pp. 2519-2522 ◽  
Author(s):  
Tingting Chen ◽  
Chun Cai

An efficient approach for the synthesis of N-substituted 3-oxoisoindoline-1-difluoroalkyl derivatives via a one-pot cascade reaction has been developed.


RSC Advances ◽  
2016 ◽  
Vol 6 (70) ◽  
pp. 66320-66323 ◽  
Author(s):  
Xiao-Zhuan Zhang ◽  
Dao-Liang Ge ◽  
Shan-Yong Chen ◽  
Xiao-Qi Yu

A facile and efficient approach to 3-thiocyanato-4H-chromen-4-ones from enaminones and KSCN was realized at room temperature. In addition, one-pot synthesis of 3-thiocyanatochromenones from 2-hydroxylacetophenones was also developed.


Synthesis ◽  
2017 ◽  
Vol 49 (16) ◽  
pp. 3749-3767 ◽  
Author(s):  
Vladimir Zaytsev ◽  
Ekaterina Revutskaya ◽  
Tatiana Nikanorova ◽  
Eugeniya Nikitina ◽  
Pavel Dorovatovskii ◽  
...  

An efficient approach to bridged pentacyclic nitrogen heterocycles via the tandem acylation/intramolecular Diels–Alder furan (IMDAF) reaction of 2-furylquinazolinones is described. Reactions of α,β-unsaturated acid anhydrides with 2-furyl-2,3-dihydroquinazolin-4-ones give 6b,9-epoxyisoindolo[2,1-a]quinazolines in average yields. In this case, the exo-IMDAF reactions proceed with excellent diastereoselectivity giving five stereogenic centers and three new rings in one synthetic step. Isomeric 2,4a-epoxyisoindolo[1,2-b]quinazolines are obtained by one-pot, three-component condensation reactions of allylamine, isatoic anhydride and furaldehydes involving the same IMDAF­ reaction as the key step. Some useful transformations including halogenation, hydrogenation, Prilezhaev epoxidation, and esterification of the synthesized epoxyisoindoloquinazolines are also demonstrated.


2014 ◽  
Vol 50 (100) ◽  
pp. 15913-15915 ◽  
Author(s):  
Yu Tan ◽  
Yong-Jian Chen ◽  
Hua Lin ◽  
Han-Lin Luan ◽  
Xing-Wen Sun ◽  
...  

A highly efficient approach to the construction of indolizidines and quinolizidines bearing a bridged quaternary stereocenter has been established in a one-pot fashion using aldehydes, nitroalkenes, and cyclic ketimines.


Molecules ◽  
2021 ◽  
Vol 26 (23) ◽  
pp. 7365
Author(s):  
Vasiliy M. Muzalevskiy ◽  
Zoia A. Sizova ◽  
Vladimir T. Abaev ◽  
Valentine G. Nenajdenko

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.


Sign in / Sign up

Export Citation Format

Share Document