Metal-Catalyzed One-Pot On-DNA Syntheses of Diarylmethane and Thioether Derivatives

ACS Catalysis ◽  
2022 ◽  
pp. 1639-1649
Author(s):  
Fei Ma ◽  
Jie Li ◽  
Shuning Zhang ◽  
Yuang Gu ◽  
Tingting Tan ◽  
...  
Keyword(s):  
One Pot ◽  
Synlett ◽  
2019 ◽  
Vol 30 (06) ◽  
pp. 665-673 ◽  
Author(s):  
Peter Langer ◽  
Zahid Hassan

This account describes our recent findings and progress in synthesizing chlorinated arenes and hetarenes by one-pot cyclizations of 1,3-bis-silyl enol ether derivatives. These reactions allow for the preparation of highly functionalized products with a high level of regioselectivity. The synthetic routes are cost-effective avoiding additional functionalization steps. The products are difficult to be accessed by other methods. The chlorine atom is of relevance in medicinal and agriculture chemistry. In addition, it allows further functionalizations by transition-metal-catalyzed cross-coupling reactions.1 Introduction2 Cyclizations of 2-Chloro-1,3-bis(silyloxy)-1,3-butadienes2.1 3,5-Dihydroxychlorophthalates2.2 2,4-Dihydroxy-homochlorophthalates2.3 2-(Arylsulfonyl)chloropyridines2.4 1-Azaxanthones3 Cyclizations of 4-Chloro-1,3-bis(trimethylsilyloxy)-1,3-butadienes3.1 3-Chlorosalicylates3.2 Functionalized Chlorobiaryls3.3 3-Chloro-5-(2-chloroethyl)-salicylates3.4 2,4-Dihydroxychlorobenzophenones4 Cyclizations of 2-Chloro-3-(silyloxy)-2-en-1-ones4.1 Functionalized Chlorophenols4.2 Functionalized Chlorinated Biaryls and Chlorofluorenones4.3 Functionalized Chlorochromenones4.4 Functionalized 3-(Methylthio)chlorophenols4.5 Functionalized 3-Chloromethylphenols5 Conclusions6 List of Abbreviations


2020 ◽  
Vol 508 ◽  
pp. 119654
Author(s):  
Antônio E.M. Crotti ◽  
Daniel Previdi ◽  
Paulo M. Donate ◽  
J. Scott McIndoe

2019 ◽  
Vol 4 (1) ◽  
pp. 100-104 ◽  
Author(s):  
Saeed Bahadorikhalili ◽  
Golnaz Rahimzadeh ◽  
Ebrahim Kianmehr ◽  
Samira Ansari ◽  
Haleh Hamedifar ◽  
...  

2020 ◽  
Author(s):  
Antonio Crotti ◽  
Daniel Previdi ◽  
Paulo Donate ◽  
J Scott McIndoe

In this paper, pressurized sample infusion electrospray ionization mass spectrometry (PSI-ESI-MS) and FTIR spectroscopy was used to investigate the mechanism of a like-Barbier cobalt-mediated one-pot transition metal-catalyzed multicomponent reaction (MCR). The use of charge-tagged aryl halides allowed for the detection of cobalt(II)-promoted hydrodehalogenation products. Although these products were also detected in the off-line ESI-MS monitoring, the ability of PSI-ESI-MS to track real-time changes in the reaction mixture composition proved cobalt(II) was responsible for the undesired transformation. The occurrence of cobalt(II)-promoted hydrodehalogenation as a side reaction in this MCR had not been considered in previous mechanistic proposals and represents an important mechanistic consideration.


1984 ◽  
Vol 15 (38) ◽  
Author(s):  
M. BASATO ◽  
B. CORAIN ◽  
A. MARCOMINI ◽  
G. VALLE ◽  
G. ZANOTTI

2021 ◽  
pp. 221-234
Author(s):  
Marwa M. Abdeen ◽  
Mohamed A. Hamed ◽  
Abdel Aleem Hassan Abdel Aleem ◽  
Ibrahim F. Nassar ◽  
Ibrahim E.T. El-Sayed

Different metal catalysts have been tested for the one-pot transformation of carbonyl compounds, amines and phosphites to α-aminophosphonates. The influence of catalyst type, amount, solvent and the substrate electronic factor have been investigated. The results revealed that the carbonyl compounds could be smoothly converted into α-aminophosphonates at room temperature in good to excellent yields, with or without solvent in a reasonable reaction time. These results suggested that among others, lithium perchlorate and metal triflates were proven to be effective catalysts in 10 moles % catalysts. Polar aprotic solvents proved to be the best for the synthesis of α-aminophosphonates. The synthesized compounds' structure characterizations were elucidated by different spectroscopic tools and showed results consistent with the expected structures.


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