Electrochemical Oxidative Cyclization of N-Allylcarboxamides: Efficient Synthesis of Halogenated Oxazolines

2021 ◽  
Author(s):  
Zhiping Yin ◽  
Yanyang He ◽  
Yanzhao Yin ◽  
Chenwei Liu ◽  
Xiao-Feng Wu
Keyword(s):  
Oxidative Cyclization ◽  
Efficient Synthesis ◽  
Undivided Cell ◽  
Electrochemical Cyclization

Herein, we reported an efficient and sustainable intramolecular electrochemical cyclization of N-allylcarboxamides for the synthesis of various halogenated oxazolines. This method was conducted in a simple undivided cell by employing...

Metal-free oxidative cyclization of trifluoroacetimidohydrazides with methylhetarenes: a facile access to 3-hetaryl-5-trifluoromethyl-1,2,4-triazoles

2021 ◽  
Author(s):  
Xiao-Feng Wu ◽  
Zhengkai Chen ◽  
Jiajun Zhang ◽  
Tian-Hui Xu
Keyword(s):  
Oxidative Cyclization ◽  
Efficient Synthesis ◽  
Metal Free

A metal-free oxidative cyclization of trifluoroacetimidohydrazides with methylhetarenes for the efficient synthesis of 3-hetaryl-5-trifluoromethyl-1,2,4-triazoles has been developed. Notable features of this protocol include readily accessible starting materials, a broad substrate...

Copper(II)-Promoted Oxidation/[3+2]Cycloaddition/Aromatization Cascade: Efficient Synthesis of Tetrasubstituted NH-Pyrrole from Chalcones and Iminodiacetates

Synlett ◽  
2019 ◽  
Vol 30 (12) ◽  
pp. 1442-1446 ◽  
Author(s):  
Zhang-qi Lin ◽  
Chao-dong Li ◽  
Zi-chun Zhou ◽  
Shuai Xue ◽  
Jian-rong Gao ◽  
...  
Keyword(s):  
Efficient Method ◽  
Cascade Reaction ◽  
Oxidative Cyclization ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
Highly Efficient ◽  
Wide Range ◽  
Reaction Proceeds

A simple and highly efficient method for the preparation of tetrasubstituted NH-pyrrole from a wide range of chalcones and diethyl iminodiacetates via a Cu(OAc)2-promoted oxidation/[3+2]cycloaddition/aromatization cascade reaction has been developed. This reaction proceeds through dehydrogenations, deamination, and oxidative cyclization, affording the corresponding products in good to excellent yields. This convenient methodology for constructing tetrasubstituted NH-pyrroles has several advantages over existing methods, such as the use of easily accessible chalcones and readily available diethyl iminodiacetates, and mild reaction conditions. A wide range of substrates are tolerated.

Oxidative Cyclization of β,γ-Unsaturated Carboxylic Acids Using Hypervalent Iodine Reagents: An Efficient Synthesis of 4-Substituted Furan-2-ones

Synthesis ◽  
2017 ◽  
Vol 49 (13) ◽  
pp. 2907-2912 ◽  
Author(s):  
Kensuke Kiyokawa ◽  
Satoshi Minakata ◽  
Kenta Takemoto ◽  
Shunsuke Yahata ◽  
Takumi Kojima
Keyword(s):  
Organic Chemistry ◽  
Carboxylic Acids ◽  
Present Method ◽  
Medicinal Chemistry ◽  
Oxidative Cyclization ◽  
Hypervalent Iodine ◽  
Efficient Synthesis ◽  
Substitution Pattern ◽  
Unsaturated Carboxylic Acids

The oxidative cyclization of β-substituted β,γ-unsaturated carboxylic acids using a hypervalent iodine reagent to provide 4-substituted furan-2-one products, is reported. In this cyclization, the use of a highly electrophilic PhI(OTf)2, which is in situ prepared from PhI(OAc)2 and Me3SiOTf, is crucial. Depending on the substitution pattern at the α-position of the substrates, furan-2(5H)-ones or furan-2(3H)-ones are produced. Thus, the present method offers a useful tool for accessing various types of 4-substituted furan-2-ones that are important structural motifs in the field of organic chemistry and medicinal chemistry.

scholarly journals Eosin Y-catalyzed visible-light-mediated aerobic oxidative cyclization of N,N-dimethylanilines with maleimides

2015 ◽  
Vol 11 ◽  
pp. 425-430 ◽  
Author(s):  
Zhongwei Liang ◽  
Song Xu ◽  
Wenyan Tian ◽  
Ronghua Zhang
Keyword(s):  
Visible Light ◽  
Oxidative Cyclization ◽  
Eosin Y ◽  
Efficient Synthesis ◽  
One Pot ◽  
Bond Functionalization ◽  
Metal Free ◽  
Mild Conditions ◽  
Simple Strategy ◽  
Air Atmosphere

A novel and simple strategy for the efficient synthesis of the corresponding tetrahydroquinolines from N,N-dimethylanilines and maleimides using visible light in an air atmosphere in the presence of Eosin Y as a photocatalyst has been developed. The metal-free protocol involves aerobic oxidative cyclization via sp3 C–H bond functionalization process to afford good yields in a one-pot procedure under mild conditions.

ChemInform Abstract: Rhodium-Catalyzed Oxidative Cyclization of Arylphosphonic Acid Monoethyl Esters with Alkenes: Efficient Synthesis of Benzoxaphosphole 1-Oxides.

ChemInform ◽  
2013 ◽  
Vol 44 (51) ◽  
pp. no-no
Author(s):  
Taekyu Ryu ◽  
Jaeeun Kim ◽  
Youngchul Park ◽  
Sanghyuck Kim ◽  
Phil Ho Lee
Keyword(s):  
Oxidative Cyclization ◽  
Efficient Synthesis

scholarly journals Efficient Synthesis and X-ray Structure of [1,2,4]Triazolo[4,3-a]pyriaadines via Oxidative Cyclization Using N-Chlorosuccinimide (NCS)

Crystals ◽  
2021 ◽  
Vol 11 (10) ◽  
pp. 1156
Author(s):  
Said El-Kurdi ◽  
Bassam Abu Thaher ◽  
Kanan Wahedy ◽  
Dieter Schollmeyer ◽  
Levin Nopper ◽  
...  
Keyword(s):  
Biological Activity ◽  
Oxidative Cyclization ◽  
Monoclinic Space Group ◽  
Efficient Synthesis ◽  
X Ray Diffraction ◽  
Space Group ◽  
X Ray ◽  
Mild Conditions ◽  
Pharmaceutical Applications

Triazolopyridines are a family of compounds that, owing to their biological activity, have many pharmaceutical applications. In this study, 3-(pyridine-4-yl)-[1,2,4]triazolo[4,3-a]pyridine and 6-bromo-3-(pyridine-4-yl)-[1,2,4]triazolo[4,3-a]pyridine were synthesized by using the chlorinated agent NCS for hydrazones under very mild conditions. The characterization of these compounds was achieved by 1H NMR, 13C NMR, FTIR, MS and X-ray diffraction. The compound 3-(pyridine-4-yl)-[1,2,4]triazolo[4,3-a]pyridine was crystallized in the monoclinic space group P 21/c with a = 15.1413(12), b = 6.9179(4), c = 13.0938(8) Å, β = 105.102(6)°, V = 1324.16(16)Å3, Z = 4, and R = 0.0337. Also compound 6-bromo-3-(pyridine-4-yl)-[1,2,4]triazolo[4,3-a]pyridine was crystallized in the monoclinic space group P 21/c with a = 14.3213(11), b = 6.9452(4) (4), c = 12.6860(8)Å, β = 100.265(6)°, V = 1241.62(14)Å3, Z = 4, and R = 0.0561.

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