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Literature DB >> 34129183

Reverse orientation in the ultrasound-assisted [3 + 2]-cycloaddition reaction of nitrile imines with 3-formylchromone-Meldrum's acid adducts.

Abstract

The [3 + 2]-cycloaddition reaction of nitrile imines with 2,2-dimethyl-5-[(4-oxo-4H-chromen-3-yl)methylene]-1,3-dioxane-4,6-dione tends to form the reverse-orientation products under ultrasound irradiation in EtOH in the presence of Et3N. Evidence for the structure of product 5b was obtained from single-crystal X-ray analysis.

Entities: Chemical

Keywords: 4H-Chromen-4-one; Huisgen reaction; Hydrazonoyl chloride; Nitrile imines; Ultrasound irradiation

Mesh：

Substances：

Year: 2021 PMID： 34129183 DOI： 10.1007/s11030-021-10240-4

Source DB: PubMed Journal: Mol Divers ISSN： 1381-1991 Impact factor: 2.943

20 in total

1. Evaluation of the cellular protection by novel spiropyrazole compounds in dopaminergic cell death.

Authors: Jamila Zaiter; Achraf Hibot; Abderrafia Hafid; Mostafa Khouili; Claudia M B Neves; Mário M Q Simões; M Graça P M S Neves; M Amparo F Faustino; Taner Dagci; Luciano Saso; Güliz Armagan
Journal: Eur J Med Chem Date: 2021-01-06 Impact factor: 6.514

2. Carbenic nitrile imines: properties and reactivity.

Authors: Didier Bégué; Curt Wentrup
Journal: J Org Chem Date: 2014-02-07 Impact factor: 4.354

Review 3. An update on natural occurrence and biological activity of chromones.

Authors: S K Sharma; S Kumar; K Chand; A Kathuria; A Gupta; R Jain
Journal: Curr Med Chem Date: 2011 Impact factor: 4.530

Review 4. Chromone: a valid scaffold in medicinal chemistry.

Authors: Alexandra Gaspar; Maria João Matos; Jorge Garrido; Eugenio Uriarte; Fernanda Borges
Journal: Chem Rev Date: 2014-02-21 Impact factor: 60.622

5. Synthesis, hypnotic properties and molecular modeling studies of 1,2,7,9-tetraaza-spiro[4.5]dec-2-ene-6,8,10-triones.

Authors: Adel S Girgis; Hanaa Farag; Nasser S M Ismail; Riham F George
Journal: Eur J Med Chem Date: 2011-08-12 Impact factor: 6.514

6. Asymmetric catalytic 1,3-dipolar cycloaddition reaction of nitrile imines for the synthesis of chiral spiro-pyrazoline-oxindoles.

Authors: Gang Wang; Xiaohua Liu; Tianyu Huang; Yulong Kuang; Lili Lin; Xiaoming Feng
Journal: Org Lett Date: 2012-12-10 Impact factor: 6.005

1. A one-pot synthesis 3-alkoxycarbonyl-3,4-dihydro-2H-pyran-2-ones from vinylidene melderum's acids, dialkyl acetylenedicarboxylates, and simple alcohols.

Authors: Samira Khandan; Issa Yavari; Javad Azizian
Journal: Mol Divers Date: 2022-03-10 Impact factor: 2.943

1 in total

Reverse orientation in the ultrasound-assisted [3 + 2]-cycloaddition reaction of nitrile imines with 3-formylchromone-Meldrum's acid adducts.

1. Evaluation of the cellular protection by novel spiropyrazole compounds in dopaminergic cell death.

2. Carbenic nitrile imines: properties and reactivity.

Review 3. An update on natural occurrence and biological activity of chromones.

Review 4. Chromone: a valid scaffold in medicinal chemistry.

5. Synthesis, hypnotic properties and molecular modeling studies of 1,2,7,9-tetraaza-spiro[4.5]dec-2-ene-6,8,10-triones.

6. Asymmetric catalytic 1,3-dipolar cycloaddition reaction of nitrile imines for the synthesis of chiral spiro-pyrazoline-oxindoles.

7. Synthesis of novel spiropyrazoline oxindoles and evaluation of cytotoxicity in cancer cell lines.

8. Theory of 1,3-dipolar cycloadditions: distortion/interaction and frontier molecular orbital models.

9. Bond-shift isomers: the co-existence of allenic and propargylic phenylnitrile imines.

Review 10. Chromones as a privileged scaffold in drug discovery: a review.

1. A one-pot synthesis 3-alkoxycarbonyl-3,4-dihydro-2H-pyran-2-ones from vinylidene melderum's acids, dialkyl acetylenedicarboxylates, and simple alcohols.