scholarly journals One-Pot Access to 2-Aryl-3-(arylmethyl)chromones

Synthesis ◽  
2019 ◽  
Vol 52 (06) ◽  
pp. 861-872
Author(s):  
Meng-Yang Chang ◽  
Kuan-Ting Chen ◽  
Yu-Lin Tsai ◽  
Han-Yu Chen
Keyword(s):  
Sodium Hydroxide ◽  
Aldol Condensation ◽  
One Pot ◽  
Mild Conditions ◽  
Efficient Transformation ◽  
Plausible Mechanism

Sodium hydroxide controlled intermolecular double aldol condensation of o-hydroxyacetophenones with 2 equivalents of aryl­aldehydes provides 2-aryl-3-(arylmethyl)chromones (a chimera of flavone and homoisoflavanone) in MeOH at 50 °C under mild conditions. The uses of various bases and solvents are investigated for one-pot facile and efficient transformation. A plausible mechanism is proposed.

Efficient One-Pot Tandem Catalysis of Glucose into 1,1,2-Trimethoxyethane over W-Beta Catalyst

2022 ◽  
Author(s):  
Xinpeng Zhao ◽  
Wang Liu ◽  
Lijun Zhu ◽  
Yanfei Zhang ◽  
Mengya Sun ◽  
...  
Keyword(s):  
Aldol Condensation ◽  
Tandem Catalysis ◽  
One Pot ◽  
Efficient Transformation ◽  
Tungsten Species

One-pot efficient transformation of glucose to 1,1,2-trimethoxyethane via epimerization, retro-aldol condensation (RAC), acetalization, and etherification processes over W-Beta catalyst in methanol phase was proposed. Uniform dispersive 0.5 wt% tungsten species...

scholarly journals Practical one-pot amidation of N-Alloc-, N-Boc-, and N-Cbz protected amines under mild conditions

RSC Advances ◽  
2021 ◽  
Vol 11 (26) ◽  
pp. 15890-15895
Author(s):  
Wan Pyo Hong ◽  
Van Hieu Tran ◽  
Hee-Kwon Kim
Keyword(s):  
Grignard Reagent ◽  
One Pot ◽  
Mild Conditions ◽  
Efficient Transformation

One-pot efficient transformation of N-Alloc-, N-Boc-, and N-Cbz protected amines to amides was achieved by using 2-chloropyridine and trifluoromethanesulfonyl anhydride as well as Grignard reagent and MgCl2.

Dimethyl Sulfoxide-Accelerated Reductive Deamination of Aromatic Amines with T-BuONO in Tetrahydrofuran

2018 ◽  
Vol 42 (11) ◽  
pp. 579-583
Author(s):  
Lu Fang ◽  
Liang Qi ◽  
Longfei Ye ◽  
Zhentao Pan ◽  
Wenjun Luo ◽  
...  
Keyword(s):  
Dimethyl Sulfoxide ◽  
Efficient Method ◽  
Aromatic Amines ◽  
One Pot ◽  
Mild Conditions ◽  
Aryl Amines ◽  
Plausible Mechanism

An efficient method for the conversion of aryl amines into arenes by a one-pot reductive deamination has been achieved. It was found the reductive deamination using t-BuONO in tetrahydrofuran could be accelerated by dimethyl sulfoxide and provided the deamination products with good yields under mild conditions. A plausible mechanism is discussed.

An efficient transformation of primary halides into nitriles through palladium-catalyzed hydrogen transfer reaction

2015 ◽  
Vol 51 (53) ◽  
pp. 10714-10717 ◽  
Author(s):  
Tao Zou ◽  
Xiaoqiang Yu ◽  
Xiujuan Feng ◽  
Ming Bao
Keyword(s):  
Hydrogen Transfer ◽  
Transfer Reaction ◽  
Hydrogen Acceptor ◽  
One Pot ◽  
Mild Conditions ◽  
Hydrogen Transfer Reaction ◽  
Efficient Transformation ◽  
Palladium Catalyzed

Two-step one-pot transformation of primary halides into the corresponding nitriles is successfully achieved under mild conditions. In this protocol, acetone functions as both a solvent and a hydrogen acceptor.

Iodine-Mediated Sulfenylation of Imidazo[1,2-a]pyridines with Ethyl Arylsulfinates

Synlett ◽  
2021 ◽  
Author(s):  
Dong Tang ◽  
Jian Sun ◽  
Yangxiu Mu ◽  
Zafar Iqbal ◽  
Jing Hou ◽  
...  
Keyword(s):  
Reaction Process ◽  
Mild Conditions ◽  
Plausible Mechanism

AbstractA simple iodine-mediated approach is reported for the synthesis of sulfenylated imidazo[1,2-a]pyridines through the reaction of imidazo[1,2-a]pyridines with ethyl arylsulfinates under mild conditions. The reaction scope was investigated, and a plausible mechanism is proposed to elucidate the reaction process and activation mode. The results indicate that ethyl sulfinates are efficient sulfur sources for the construction of C–S bonds.

scholarly journals An entry to 2-(cyclobut-1-en-1-yl)-1H-indoles through a cyclobutenylation/deprotection cascade

2021 ◽  
Author(s):  
Philipp Natho ◽  
Zeyu Yang ◽  
Lewis Allen ◽  
Juliette Rey ◽  
Andrew J P White ◽  
...  
Keyword(s):  
Transition Metal ◽  
One Pot ◽  
Metal Free ◽  
Mild Conditions

A transition-metal-free strategy for the synthesis of 2-(cyclobut-1-en-1-yl)-1H-indoles under mild conditions is described herein. A series of substituted 2-(cyclobut-1-en-1-yl)-1H-indoles are accessed by a one-pot cyclobutenylation/deprotection cascade from N-Boc protected indoles....

scholarly journals Synthesis and Cytotoxic Activity of Several Novel N-Alkyl-Plinabulin Derivatives With Aryl Group Moieties

2021 ◽  
Vol 16 (4) ◽  
pp. 1934578X2110100
Author(s):  
Pham The Chinh ◽  
Pham Thi Tham ◽  
Duong Huong Quynh ◽  
Nguyen Van Tuyen ◽  
Dinh Thuy Van ◽  
...  
Keyword(s):  
Cytotoxic Activity ◽  
Cancer Cells ◽  
Cell Lines ◽  
Cancer Cell ◽  
Aldol Condensation ◽  
One Pot ◽  
Aryl Group ◽  
Vascular Disrupting Agents ◽  
Benzaldehyde Derivatives ◽  
Vascular Disrupting

Seven novel N-alkyl-plinabulin derivatives with aryl groups moieties (nitroquinoline, 1,4-dihydroquinoline, 4-methoxybenzene, and 4-chlorobenzene) have been synthesized via aldol condensation and alkylation in one-pot, and tested for their cytotoxicity against 4 cancer cell lines (KB, HepG2, Lu, and MCF7). Compounds ( Z)−3-((6,8-dimethyl-4-oxo-1,4-dihydroquinolin-2-yl)methylene)−6-(( Z)−4-methoxybenzylidene)−1-(prop-2-yn-1-yl)piperazine-2,5-dione (5a), ( Z)−6-(( Z)−4-methoxybenzylidene)−1-(prop-2-yn-1-yl)−3-((1,6,8-trimethyl-4-oxo-1,4-dihydroquinolin-2-yl)methylene)piperazine-2,5-dione (5b), and ( Z)−3-(( Z)−4-chlorobenzylidene)−1,4-dimethyl-6-((8-methyl-4-nitroquinolin-2-yl)methylene)piperazine-2,5-dione (8) showed strong cytotoxicity against 3 of the cancer cells lines (KB, HepG2 and Lu) with IC50 values ranging from 3.04 to 10.62 µM. The quinoline-derived compounds had higher cytotoxic activity than the benzaldehyde derivatives. The successful synthesis of these derivatives offers useful information for the development of more potent vascular disrupting agents based on plinabulin.

Catalyst-Free One-Pot Synthesis of Novel Heteroarylamine Substituted Furo[3,2-c]coumarins

Synlett ◽  
2018 ◽  
Vol 29 (12) ◽  
pp. 1589-1592 ◽  
Author(s):  
Abolfazl Olyaei ◽  
Mahnaz Saraei ◽  
Reyhaneh Khoeiniha
Keyword(s):  
Michael Addition ◽  
Aldol Condensation ◽  
Ring Closure ◽  
Dehydration Reaction ◽  
One Pot ◽  
Catalyst Free ◽  
One Pot Synthesis ◽  
Tandem Process ◽  
First Time

A high-yielding cyclocondensation of 4-hydroxycoumarin, phenylglyoxal monohydrate, and heteroarylamines proceeds without catalysis, which gives novel functionalized furo[3,2-c]coumarins and heteroarylamino alkylation of coumarin products in acetonitrile under reflux, is reported for the first time. This tandem process involves sequentially an aldol condensation, Michael addition, a ring closure, and dehydration reaction.

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