Efficient N-arylation of pyridazin-3(2H)-ones

Kim, Jeum Jong; Park, Yong Dae; Cho, Su Dong; Kim, Ho Kyun; Chung, Hyun A.; Lee, Sang Gyeong; Falck, John R.; Yoon, Yong Jin

doi:10.1016/j.tetlet.2004.10.003

Cited by 13 publications

(4 citation statements)

References 25 publications

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“…The following supporting information can be downloaded at: https: //www.mdpi.com/article/10.3390/molecules27134213/s1: Figure S1-S56: NMR spectral data of synthesized compounds. References [53][54][55][56][57][58] are cited in the Supplementary Materials.…”

Section: Supplementary Materialsmentioning

confidence: 99%

Catalytic Performance of Immobilized Sulfuric Acid on Silica Gel for N-Formylation of Amines with Triethyl Orthoformate

2022

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In the search for convenient, green, and practical catalytic methods for the current interest in organic synthesis, a simple, green, and highly efficient protocol for N-formylation of various amines was carried out in the presence of immobilized sulfuric acid on silica gel (H2SO4–SiO2). All reactions were performed in refluxing triethyl orthoformate (65 °C). The product formamides were obtained with high-to-excellent yields within 4 min to 2 h. The current approach is advantageous, due to its short reaction time and high yields. The catalyst is recyclable with no significant loss in catalytic efficiency.

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Section: Supplementary Materialsmentioning

confidence: 99%

Catalytic Performance of Immobilized Sulfuric Acid on Silica Gel for N-Formylation of Amines with Triethyl Orthoformate

2022

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“…SYNLETT 2012, 23, 1262-1263 Advanced online publication: 26.04.20120 9 3 6 -5 2 1 4 1 4 3 7 -2 0 9 6 DOI: 10.1055/s-0031-1290961; Art ID: ST-2012-V0398-V © Georg Thieme Verlag Stuttgart • New York (H) A regio-and stereoselective synthesis of α-hydroxy carbonyl compounds were obtained from 2,3-epoxy primary alcohols by treatment with LTA.16 (I) A versatile method for the N-arylation of pyridazin-3(2H)-ones using LTA/zinc chloride in benzene was reported 17. (J) The LTA/camphor-derived chiral ligands mediated the reaction between various N-enoyl oxazolidinones and N-aminopthalimide produced N-pthalimidoaziridines in good to high enantiomeric excess at 0 °C within 15 minutes.…”

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confidence: 99%

Lead(IV) Acetate

Yadav

2012

Synlett

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This feature focuses on a reagent chosen by a postgraduate, highlighting the uses and preparation of the reagent in current research 1262 spotlight Lead(IV) Acetate Compiled by Rammohan R. Yadav Rammohan R. Yadav was born in Warangal, Andhra Pradesh, India in 1986. He received his B.Sc. (2006) and M.Sc. in Organic Chemistry ( 2009) from the Kakatiya University, Warangal, India. Currently, he is working towards his Ph.D. under the guidance of Dr. Ram A. Vishwakarma and co-guidance of Dr. Sandip B. Bharate at the Indian Institute of Integrative Medicine (IIIM-CSIR), Jammu, India. His research interests focus on the medicinal chemistry of natural products and the development of novel synthetic methodologies for the modification of natural products of biological significance.

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“…Alternative aryl sources such as arylboronic acids, 13 arylsiloxanes, 14 arylbismuths, 15 and arylleads 16 have all been used to arylate nitrogen nucleophiles, with arylboronic compounds representing the most attractive alternative due to their wide availability and ease of preparation from aryl halides. 17 Further support for use of this donor as a possible arylation agent for quinazolinediones was found in a recent publication describing the arylation of the related heterocycle uracil with phenylboronic acid.…”

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confidence: 99%