scholarly journals Consecutive reactions to construct tricarbonyl compounds and synthetic applications thereof

RSC Advances ◽  
2021 ◽  
Vol 11 (53) ◽  
pp. 33235-33244
Author(s):  
Diego Madroñero ◽  
Cesar A. Mujica-Martinez ◽  
Alfredo Vázquez

A cascade process to construct synthetically valuable β-keto-β′-acylcycloalkanecarboxylic acid esters and their transformation into bicyclic and tricyclic systems through intramolecular condensation reactions.

Molecules ◽  
2021 ◽  
Vol 26 (5) ◽  
pp. 1466
Author(s):  
Ye Eun Kim ◽  
Hyunsung Cho ◽  
Yoo Jin Lim ◽  
Chorong Kim ◽  
Sang Hyup Lee

Studies on a one-pot synthesis of novel multisubstituted 1-alkoxyindoles 1 and their mechanistic investigations are presented. The synthesis of 1 was successfully achieved through consecutive four step reactions from substrates 2. The substrates 2, prepared through a two-step synthetic sequence, underwent three consecutive reactions of nitro reduction, intramolecular condensation, and nucleophilic 1,5-addition to provide the intermediates, 1-hydroxyindoles 8, which then were alkylated in situ with alkyl halide to afford the novel target products 1. We optimized the reaction conditions for 1 focusing on the alkylation step, along with the consideration of formation of intermediates 8. The optimized condition was SnCl2·2H2O (3.3 eq) and alcohols (R1OH, 2.0 eq) for 1–2 h at 40 °C and then, base (10 eq) and alkyl halides (R2Y, 2.0 eq) for 1–4 h at 25–50 °C. Notably, all four step reactions were performed in one-pot to give 1 in good to modest yields. Furthermore, the mechanistic aspects were also discussed regarding the reaction pathways and the formation of side products. The significance lies in development of efficient one-pot reactions and in generation of new 1-alkoxyindoles.


Author(s):  
Dmitry Yu. Murzin ◽  
Irina L. Simakova ◽  
Johan Wärnå

Abstract Coupling of second and first order reactions in one pot fashion through a cascade process is an often encountered process. Consecutive reactions of this type are considered and selectivity analysis is performed demonstrating dependence of selectivity pattern on reaction parameters.


1996 ◽  
Vol 435 ◽  
Author(s):  
Douglas A. Loy ◽  
Joseph P. Carpenter ◽  
Sharon A. Myers ◽  
Roger A. Assink ◽  
James H. Small ◽  
...  

1999 ◽  
Vol 54 (5) ◽  
pp. 577-582 ◽  
Author(s):  
Heike Quellhorst ◽  
Andreas Wilkening ◽  
Nicola Söger ◽  
Michael Binnewies

During the reaction of Si2OCl6 with H2O in the gas phase the intermediate Si2OCl5OH has been observed by mass-spectrometry. Reactive intermediates like this are responsible for the formation of higher chlorosilanes by slow hydrolysis reactions of chlorosilanes and -siloxanes. Reaction products of inter- and intramolecular condensation reactions have been observed by GC-MS-methods.


2019 ◽  
Vol 6 (8) ◽  
pp. 1973-1976 ◽  
Author(s):  
Annikka Engel ◽  
Eike Dornsiepen ◽  
Stefanie Dehnen

Azide–alkyl decorated organotin sulfide clusters were synthesized and further reacted to form peptide-decorated derivatives in solution via strain-promoted azide–alkyne cycloaddition as the key step.


1994 ◽  
Vol 47 (3) ◽  
pp. 501 ◽  
Author(s):  
PM Angus ◽  
BT Golding ◽  
SS Jurisson ◽  
AM Sargeson ◽  
AC Willis

The sulfonium salt [(en)2CoO2CCH(NH2)(CH2)2S(CH3)2]3+ (en = ethane-1,2-diamine), prepared by methylation of the thioether group of N,O-coordinated methionine , undergoes a set of complex, intramolecular condensations, oxidations, and rearrangements in aqueous base to give a novel pentadentate cobalt(III) complex (c. 20%) of the 1,9-diamino-4-hydroxy-3,7-diazanonane-4-carboxylate ion ( dhnc ). Its structure has been determined by X-ray crystallographic analysis as trans(O,O)-[Co( dhnc )(OH2)](ClO4)2.2H2O. The crystals were monoclinic, space group P 21/c with a 9.053(2), b 29.437(7), c 7.661(1) Ǻ, β 106.63(1)°, and Z 4; 2383 data with I ≥ 3σ(I) were refined to conventional R factors of 0.046 and 0.060. Investigations concerning the mechanism for the formation of this complex are described.


2004 ◽  
Vol 15 (7) ◽  
pp. 1025-1038 ◽  
Author(s):  
Francesco Pingitore ◽  
Michael J. Polce ◽  
Ping Wang ◽  
Chrys Wesdemiotis ◽  
Béla Paizs

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