scholarly journals A New Method for the Synthesis of 3-Thiocyanatopyrazolo[1,5-a]pyrimidines

Molecules ◽  
2020 ◽  
Vol 25 (18) ◽  
pp. 4169
Author(s):  
Vladimir A. Kokorekin ◽  
Sergey V. Neverov ◽  
Vera N. Kuzina ◽  
Vladimir A. Petrosyan
Keyword(s):  
Pyrimidine Ring ◽  
New Method ◽  
Dicarbonyl Compounds ◽  
Thiocyanate Ion ◽  
Metal Free ◽  
Donor Acceptor ◽  
Stage 1 ◽  
Chemical Condensation

In this article, we demonstrate how an original effective “metal-free” and “chromatography-free” route for the synthesis of 3-thiocyanatopyrazolo[1,5-a]pyrimidines has been developed. It is based on electrooxidative (anodic) C–H thiocyanation of 5-aminopyrazoles by thiocyanate ion leading to 4-thiocyanato-5-aminopyrazoles (stage 1, yields up to 87%) following by their chemical condensation with 1,3-dicarbonyl compounds or their derivatives (stage 2, yields up to 96%). This method is equally effective for the synthesis of 3-thiocyanatopyrazolo[1,5-a]pyrimidines, both without substituents and with various donor (acceptor) substituents in the pyrimidine ring.

Metal-Free Photoinduced Hydroalkylation Cascade Enabled by an Electron-Donor-Acceptor Complex

2020 ◽  
Author(s):  
José Tiago Menezes Correia ◽  
Gustavo Piva da Silva ◽  
Camila Menezes Kisukuri ◽  
Elias André ◽  
Bruno Pires ◽  
...  
Keyword(s):  
Electron Donor ◽  
Functional Group ◽  
Photoexcited Electron ◽  
One Pot ◽  
Quaternary Centers ◽  
Metal Free ◽  
Acceptor Complex ◽  
Catalyst Free ◽  
Donor Acceptor ◽  
Radical Cascade

A metal- and catalyst-free photoinduced radical cascade hydroalkylation of 1,7-enynes has been disclosed. The process is triggered by a SET event involving a photoexcited electron-donor-aceptor complex between NHPI ester and Hantzsch ester, which decomposes to afford a tertiary radical that is readily trapped by the enyne. <a>The method provides an operationally simple, robust and step-economical approach to the construction of diversely functionalized dihydroquinolinones bearing quaternary-centers. A sequential one-pot hydroalkylation-isomerization approach is also allowed giving access to a family of quinolinones. A wide substrate scope and high functional group tolerance was observed in both approaches</a>.

Bifunctional metal-free photo-organocatalysts for enantioselective aerobic oxidation of β-dicarbonyl compounds

Tetrahedron ◽  
2018 ◽  
Vol 74 (27) ◽  
pp. 3624-3633 ◽  
Author(s):  
Xiao-fei Tang ◽  
Shi-hao Feng ◽  
Ya-kun Wang ◽  
Fan Yang ◽  
Ze-hao Zheng ◽  
...  
Keyword(s):  
Aerobic Oxidation ◽  
Dicarbonyl Compounds ◽  
Metal Free

Direct and metal-free oxidative amination of sp3 C–H bonds for the construction of 2-hetarylquinazolin-4(3H)-ones

2016 ◽  
Vol 3 (9) ◽  
pp. 1096-1099 ◽  
Author(s):  
Huanhuan Liu ◽  
Tianran Zhai ◽  
Shiteng Ding ◽  
Yalei Hou ◽  
Xiangyu Zhang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Functional Group ◽  
New Method ◽  
Oxidative Amination ◽  
Metal Free ◽  
Mild Conditions

New method for synthesis of 2-hetarylquinazolin-4(3H)-ones from 2-aminobenzamides and (2-azaaryl)methanes under transition-metal free conditions, featuring a wide substrate scope with a broad range of functional group tolerance under mild conditions.

scholarly journals Metal-Free C-Se Cross-Coupling Enabled by Photoinduced Intermolecular Charge Transfer

2021 ◽  
Author(s):  
Chen Zhu ◽  
Serik Zhumagazy ◽  
Huifeng Yue ◽  
Magnus Rueping
Keyword(s):  
Charge Transfer ◽  
Visible Light ◽  
Electron Donor ◽  
Cross Coupling ◽  
Metal Free ◽  
Intermolecular Charge Transfer ◽  
Donor Acceptor

Metal-free C-Se cross-couplings via the formation of electron-donor-acceptor (EDA) complexes have been developed. The visible-light induced reactions can be applied for the synthesis of a series of unsymmetrical diaryl selenides...

Synthesis and characterization of a novel unsymmetrical metal-free phthalocyanine with donor-acceptor substituents

1994 ◽  
Vol 31 (4) ◽  
pp. 1017-1020 ◽  
Author(s):  
Yunqi Liu ◽  
Daoben Zhu ◽  
Tatsuo Wada ◽  
Akira Yamada ◽  
Hiroyuki Sasabe
Keyword(s):  
Synthesis And Characterization ◽  
Metal Free ◽  
Donor Acceptor

A NEW METHOD ON PURIFICATION OF METAL-FREE PHTHALOCYANINE FOR ITS INDUSTRIAL PRODUCTION

2017 ◽  
pp. 14-19
Author(s):  
M.E. Jidkov ◽  
A.V. Kutkin ◽  
E.N. Glukhan ◽  
N.A. Kostikova ◽  
M.V. Korol'kov
Keyword(s):  
Industrial Production ◽  
New Method ◽  
Metal Free

Green synthesis of diaryl selenides from arylboronic acids and arylseleninic acids.

Synlett ◽  
2022 ◽  
Author(s):  
Sebastien Redon ◽  
Vincent Remusat ◽  
Patrice Vanelle
Keyword(s):  
Green Synthesis ◽  
Environmentally Friendly ◽  
Present Approach ◽  
New Method ◽  
Free Base ◽  
Metal Free ◽  
Arylboronic Acids

A new method of deborylative selanylation using arylboronic acids and arylseleninic acids gave diaryl selenoethers and diarylselenoxide. The present approach requires only equimolar arylseleninic acid and led selectively to selenoethers or selenoxides depending on the solvent. The method is metal-free, base- or oxidant-free, efficient, and environmentally friendly.

A Formal Metal-Free γ-Arylation of 1,3-Dicarbonyl Compounds via a Sequence of Isomerization/1,4-Addition/[3,3]-Sigmatropic Rearrangement

2021 ◽  
Author(s):  
Shi-Chao Lu ◽  
Fuqiang Wen ◽  
Xidong Guan
Keyword(s):  
Sigmatropic Rearrangement ◽  
Mechanistic Studies ◽  
Dicarbonyl Compounds ◽  
Metal Free

A metal-free redox arylation of alkynes with sulfoxides has been developed to provide an unconventional access to diverse γ-arylated 1,3-dicarbonyl compounds in an atom-economical manner. Mechanistic studies suggest that a...

Phenazine-Based Donor Acceptor Systems as Organic Photocatalysts for “Metal-free” C–N/C–C Cross-Coupling

2020 ◽  
Vol 85 (17) ◽  
pp. 11080-11093
Author(s):  
Harnimarta Deol ◽  
Gurpreet Singh ◽  
Manoj Kumar ◽  
Vandana Bhalla
Keyword(s):  
Cross Coupling ◽  
Metal Free ◽  
Donor Acceptor
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