An Efficient and Green Synthesis of New 6-Iodo- Pyrano[2,3-D] Pyrimidine-4-Ones Via a One-Pot Four-Component Reaction Followed by Iodocyclization in Water

An Efficient and Green Synthesis of New 6-Iodo- Pyrano[2,3-D] Pyrimidine-4-Ones Via a One-Pot Four-Component Reaction Followed by Iodocyclization in Water Publisher

Rezaeifard A¹ ; Bakherad M¹ ; Navidpour L²

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1. Faculty of Chemistry, Shahrood University of Technology, Shahrood, Iran
2. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran

Source: Polycyclic Aromatic Compounds Published:2023

Abstract

Eco-friendly one-pot synthesis of new 6-iodo-4H-pyrano[2,3-d]pyrimidin-4-ones via the condensation of pyrimidine-4,6-diol, aldehydes, phenylacetylene, and iodine has been reported in water at 60 °C. To obtain the optimal reaction conditions, the effects of reaction temperature, bases and solvents were investigated. Under the optimal condition, formaldehyde and different aromatic aldehydes bearing both electron-donating and withdrawing groups underwent the reaction to give the corresponding 6-iodo-5,7-disubstituted-3H-pyrano[2,3-d] pyrimidin-4(5H)-one derivatives in high to excellent (90–97%) yields. This transformation generates 6-iodo-4H-pyrano[2,3-d]pyrimidin-4-one derivatives using a domino reaction involving Knoevenagel condensation and iodocyclization in the absence of metal or acidic/basic catalysts. The prepared products were characterized using FT-IR, 1HNMR, 13CNMR, and Mass spectroscopies. © 2022 Taylor & Francis Group, LLC.

Style	Citing Format
MLA	Rezaeifard A, Bakherad M, Navidpour L. "An Efficient and Green Synthesis of New 6-Iodo- Pyrano[2,3-D] Pyrimidine-4-Ones Via a One-Pot Four-Component Reaction Followed by Iodocyclization in Water." Polycyclic Aromatic Compounds, vol. 43, no. 10, 2023, pp. 8978-8988.
APA	Rezaeifard A, Bakherad M, Navidpour L (2023). An Efficient and Green Synthesis of New 6-Iodo- Pyrano[2,3-D] Pyrimidine-4-Ones Via a One-Pot Four-Component Reaction Followed by Iodocyclization in Water. Polycyclic Aromatic Compounds, 43(10), 8978-8988.
Chicago	Rezaeifard A, Bakherad M, Navidpour L. "An Efficient and Green Synthesis of New 6-Iodo- Pyrano[2,3-D] Pyrimidine-4-Ones Via a One-Pot Four-Component Reaction Followed by Iodocyclization in Water." Polycyclic Aromatic Compounds 43, no. 10 (2023): 8978-8988.
Harvard	Rezaeifard A, Bakherad M, Navidpour L (2023) 'An Efficient and Green Synthesis of New 6-Iodo- Pyrano[2,3-D] Pyrimidine-4-Ones Via a One-Pot Four-Component Reaction Followed by Iodocyclization in Water', Polycyclic Aromatic Compounds, 43(10), pp. 8978-8988.
Vancouver	Rezaeifard A, Bakherad M, Navidpour L. An Efficient and Green Synthesis of New 6-Iodo- Pyrano[2,3-D] Pyrimidine-4-Ones Via a One-Pot Four-Component Reaction Followed by Iodocyclization in Water. Polycyclic Aromatic Compounds. 2023;43(10):8978-8988.
BibTex	@article{ author = {Rezaeifard A and Bakherad M and Navidpour L}, title = {An Efficient and Green Synthesis of New 6-Iodo- Pyrano[2,3-D] Pyrimidine-4-Ones Via a One-Pot Four-Component Reaction Followed by Iodocyclization in Water}, journal = {Polycyclic Aromatic Compounds}, volume = {43}, number = {10}, pages = {8978-8988}, year = {2023} }
RIS	TY - JOUR AU - Rezaeifard A AU - Bakherad M AU - Navidpour L TI - An Efficient and Green Synthesis of New 6-Iodo- Pyrano[2,3-D] Pyrimidine-4-Ones Via a One-Pot Four-Component Reaction Followed by Iodocyclization in Water JO - Polycyclic Aromatic Compounds VL - 43 IS - 10 SP - 8978 EP - 8988 PY - 2023 ER -

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