TY - JOUR
T1 - Ethylenediamine diacetate- and 2-aminopyridine-catalyzed metal-free synthesis of pyran-annulated heterocyclic systems via a domino Knoevenagel–Michael cyclocondensation reaction
T2 - an environmentally responsible approach
AU - Mohamadpour, Farzaneh
AU - Amani, Ali Mohammad
AU - Kamyab, Hesam
AU - Rajendran, Saravanan
N1 - Publisher Copyright:
© The Author(s), under exclusive licence to Springer Nature B.V. 2025.
PY - 2025
Y1 - 2025
N2 - This study created safe and easy methods to make 2-amino-4H-chromene scaffolds and pyrano[2,3-d]pyrimidine scaffolds that are safe for the environment. The process uses a special chemical reaction called a domino Knoevenagel-Michael cyclocondensation reaction. Ethylenediamine diacetate (EDDA) is a cost-effective and inexpensive catalyst for the preparation of 2-amino-4H-chromene scaffolds and pyrano[2,3-d]pyrimidine scaffolds. The reaction happens at room temperature under solvent-free conditions. This process uses ideas from green chemistry. This study also presents a convenient method to create 2-amino-4H-chromene scaffolds. The strategy uses 2-aminopyridine, which is a cheap and recoverable catalyst, to help accelerate a reaction while refluxing in ethanol. The current method has many great benefits that support eco-friendly and sustainable chemistry. The 2-aminopyridine was stable enough to be reused four times in a row without losing its performance. The reactions finish faster and produce good-to-high results. These eco-friendly methods use safe chemicals. There is no need to use column chromatography to separate the mixture. These ways are cheap and simple to do. They put all the steps together in one pot, which makes them easier to use and better for the environment, which helps them fulfill industry demands.
AB - This study created safe and easy methods to make 2-amino-4H-chromene scaffolds and pyrano[2,3-d]pyrimidine scaffolds that are safe for the environment. The process uses a special chemical reaction called a domino Knoevenagel-Michael cyclocondensation reaction. Ethylenediamine diacetate (EDDA) is a cost-effective and inexpensive catalyst for the preparation of 2-amino-4H-chromene scaffolds and pyrano[2,3-d]pyrimidine scaffolds. The reaction happens at room temperature under solvent-free conditions. This process uses ideas from green chemistry. This study also presents a convenient method to create 2-amino-4H-chromene scaffolds. The strategy uses 2-aminopyridine, which is a cheap and recoverable catalyst, to help accelerate a reaction while refluxing in ethanol. The current method has many great benefits that support eco-friendly and sustainable chemistry. The 2-aminopyridine was stable enough to be reused four times in a row without losing its performance. The reactions finish faster and produce good-to-high results. These eco-friendly methods use safe chemicals. There is no need to use column chromatography to separate the mixture. These ways are cheap and simple to do. They put all the steps together in one pot, which makes them easier to use and better for the environment, which helps them fulfill industry demands.
KW - 2-Amino-4H-chromene scaffolds
KW - 2-Aminopyridine
KW - Cost-effective catalyst
KW - Ethylenediamine diacetate (EDDA)
KW - Green protocol
KW - Pyrano[2,3-d]pyrimidine scaffolds
KW - Recoverable catalyst
UR - https://www.scopus.com/pages/publications/105023990491
U2 - 10.1007/s11164-025-05836-6
DO - 10.1007/s11164-025-05836-6
M3 - Article
AN - SCOPUS:105023990491
SN - 0922-6168
JO - Research on Chemical Intermediates
JF - Research on Chemical Intermediates
ER -