Phytotoxicity Study of (Amino)imidazo[1,2-a]pyridine Derivatives Toward the Control of Bidens pilosa, Urochloa decumbens, and Panicum maximum Weeds DOI Creative Commons
Luan A. Martinho, Daniel Mário de Lima,

Victor H. J. G. Praciano

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 28, 2024

In this work, several imidazo[1,2-a]pyridines were synthesized through the Groebke–Blackburn–Bienaymé three-component reaction (GBB-3CR), and their phytotoxicity was evaluated in vitro by influence on growth of wheat coleoptiles three important agricultural seeds (Allium cepa, Lactuca sativa, Solanum lycopersicum) at test concentrations 1000, 300, 100, 30, 10 μM. A structure–activity relationship established, showing importance halogen groups ortho position attached aromatic ring presence a cyclohexylamine group for greater activity. Post-modification some GBB-3CR adducts carried out, leading to imidazo[1,2-a]pyridine-tetrazole hybrids, which also these bioassays. The seed germination bioassays demonstrated that A. cepa most susceptible seed, affected parameters root shoot lengths. active compound against Bidens pilosa, Urochloa decumbens, Panicum maximum weeds under hydroponic conditions assess its phytotoxic potential more advanced level Promising results achieved, factor inhibition growth, stimulus noted, making it promising hit search new herbicides.

Language: Английский

Sustainable click reactions: Use of greener reaction media in the synthesis of 1,2,3-triazoles DOI
Luan A. Martinho, Carlos Kleber Z. Andrade

Tetrahedron, Journal Year: 2024, Volume and Issue: 157, P. 133964 - 133964

Published: March 31, 2024

Language: Английский

Citations

5
HPW-Catalyzed environmentally benign approach to imidazo[1,2-a]pyridines DOI Creative Commons
Luan A. Martinho, Carlos Kleber Z. Andrade

Beilstein Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 20, P. 628 - 637

Published: March 19, 2024

The imidazo[1,2- a ]pyridine moiety is present in drugs with several biological activities. most direct way of obtaining this nucleus the Groebke–Blackburn–Bienaymé three-component reaction (GBB-3CR) between aminopyridines, aldehydes, and isocyanides under both Lewis Brønsted acid catalysis. However, catalysts for have major drawbacks such as being expensive, extremely dangerous, strong oxidizing, even explosive. In scenario, heteropolyacids emerge greener safer alternatives due to their very acidity. particular, phosphotungstic (HPW) an economical green attractive catalyst cheap, non-toxic, known its chemical thermal stability. Herein, we report straightforward approach GBB-3CR using HPW ethanol microwave (μw) heating. This convenient environmentally benign methodology broad scope, provides heterobicyclic products high yields (up 99%), low loading (2 mol %) only 30 minutes, allows successful use aliphatic substrates not so frequently explored usual reaction. Furthermore, aforementioned advantages make superior existing ones.

Language: Английский

Citations

1
Phytotoxicity Study of (Amino)imidazo[1,2-a]pyridine Derivatives Toward the Control of Bidens pilosa, Urochloa decumbens, and Panicum maximum Weeds DOI Creative Commons
Luan A. Martinho, Daniel Mário de Lima,

Victor H. J. G. Praciano

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 28, 2024

In this work, several imidazo[1,2-a]pyridines were synthesized through the Groebke–Blackburn–Bienaymé three-component reaction (GBB-3CR), and their phytotoxicity was evaluated in vitro by influence on growth of wheat coleoptiles three important agricultural seeds (Allium cepa, Lactuca sativa, Solanum lycopersicum) at test concentrations 1000, 300, 100, 30, 10 μM. A structure–activity relationship established, showing importance halogen groups ortho position attached aromatic ring presence a cyclohexylamine group for greater activity. Post-modification some GBB-3CR adducts carried out, leading to imidazo[1,2-a]pyridine-tetrazole hybrids, which also these bioassays. The seed germination bioassays demonstrated that A. cepa most susceptible seed, affected parameters root shoot lengths. active compound against Bidens pilosa, Urochloa decumbens, Panicum maximum weeds under hydroponic conditions assess its phytotoxic potential more advanced level Promising results achieved, factor inhibition growth, stimulus noted, making it promising hit search new herbicides.

Language: Английский

Citations

0