scholarly journals Synthesis of unsymmetrically substituted triarylamines via acceptorless dehydrogenative aromatization using a Pd/C and p-toluenesulfonic acid hybrid relay catalyst

2020 ◽  
Vol 11 (16) ◽  
pp. 4074-4084
Author(s):  
Satoshi Takayama ◽  
Takafumi Yatabe ◽  
Yu Koizumi ◽  
Xiongjie Jin ◽  
Kyoko Nozaki ◽  
...  

An efficient and convenient procedure for synthesizing triarylamines based on a dehydrogenative aromatization strategy has been developed.

Author(s):  
MAXWELL J. CROSSLEY ◽  
PALL THORDARSON ◽  
J. PATRICK BANNERMAN ◽  
PHILIP J. MAYNARD

Rothemund synthesis of porphyrins is conveniently achieved using p-toluenesulfonic acid-catalysed reaction between pyrrole and aldehyde with azeotropic removal of the water formed in the reaction. These conditions are suitable for moderate-scale reactions and involve an easy work-up. In this way, 5,10,15,20-tetraheptylporphyrin (2), 5,10,15,20-tetrakis(3,5-di-tert-butylphenyl)porphyrin (3), 5,10,15,20-tetra-tert-butylporphyrin (4) and 5,10,15,20-[pyromellitoyl(tetrakis-o-oxyethoxyphenyl)]por-phyrin (5) were prepared in moderate to good yields.


2019 ◽  
Vol 26 (21) ◽  
pp. 4003-4028 ◽  
Author(s):  
Fangjun Huo ◽  
Yaqiong Zhang ◽  
Caixia Yin

In recent years, aldehyde-appended fluorescence probes have attracted increasing attention. Fluorescent biological imaging includes many modern applications for cell and tissue imaging in biomedical research. Meanwhile, the nucleophilic mechanism is a very simple and convenient procedure for the preparation of aldehyde-sensing probes. This tutorial review focuses on aldehyde-bearing chemosensors based on nucleophilic addition mechanism with biological applications.


1984 ◽  
Vol 49 (1) ◽  
pp. 313-319 ◽  
Author(s):  
Věra Přikrylová ◽  
Petr Sedmera ◽  
Josef V. Jizba ◽  
Jindřich Vokoun ◽  
Helena Lipavská ◽  
...  

Reaction of daunomycinone (I) with alcohols and p-toluenesulfonic acid produces a mixture (~3 : 1) of its (7S)- and (7R)-O-alkyl derivatives II-IX. According to the 1H NMR evidence, the alicyclic ring exists in the 9H8 conformation in (7R)-O-alkyl derivatives, on the contrary to (7S)-epimers and 7-epi-daunomycinone that adopt the 8H9 conformation.


ChemInform ◽  
2006 ◽  
Vol 37 (21) ◽  
Author(s):  
Khadeejh Al-Zghoul ◽  
Kifah S. M. Salih ◽  
Mikdad T. Ayoub ◽  
Mohammad S. Mubarak
Keyword(s):  

1987 ◽  
Vol 6 (4) ◽  
pp. 639-644 ◽  
Author(s):  
Vijay Nair ◽  
Joseph P. Joseph ◽  
John F. Poletto ◽  
Seymour Bernstein

1994 ◽  
Vol 47 (4) ◽  
pp. 649 ◽  
Author(s):  
DJ Collins ◽  
GD Fallon ◽  
CE Skene

Reaction of 6-methoxy-2-[(1′-methyl-2′,5′-dioxocyclopentyl)methyl]-3,4-dihydronaphthalen-1(2H)-one (4a) with 1 or 2 moles of O- methylhydroxylamine hydrochloride in pyridine gave (1′SR,2RS)-6-methoxy-2-[(1′-methyl-2′,5′-dioxocyclopentyl)methyl]-3,4-dihydronaphthalen-1(2H)-one (E)-2′-O-methyloxime (5a), or the corresponding 2′,5′-bis(O-methyloxime ) (6), respectively. A minor product from the formation of the bis (O- methyloxime ) (6) was the (Z) isomer (5b) of the mono(O- methyloxime ) (5a); the structure and stereochemistry of (5a) and (5b) were established by X-ray crystallography. Reduction of the keto bis (O-methyloxime ) (6) with 0.25 mole of lithium aluminium hydride gave a diastereomeric mixture of the corresponding alcohols (7a), of which the major isomer was characterized by ester formation. The bis (O-methyloxime ) (6) could be hydrolysed to the parent triketone (4a), but it resisted deprotection with cetyltrimethylammonium permanganate. Reaction of the triketone (4a) with 1 mole of 4-anisidine in the presence of 4-toluenesulfonic acid resulted in retro Michael cleavage with formation of 3-(4′-methoxyphenyl)amino-2-methylcyclopent-2-en-1-one (1).


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