[3+2] Cycloaddition reactions of β-diazo-α,α-difluoromethylphosphonates with α,β-unsaturated esters

Autor:	Li Wang, Gerd-Volker Röschenthaler, Jianlin Han, Ita Hajdin, Qian Wang, Romana Pajkert, Haibo Mei
Rok vydání:	2021
Předmět:	Inorganic Chemistry chemistry.chemical_compound chemistry Organic Chemistry Environmental Chemistry Molecule Pyrazoline Physical and Theoretical Chemistry Biochemistry Combinatorial chemistry Cycloaddition
Zdroj:	Journal of Fluorine Chemistry. 251:109899
ISSN:	0022-1139
DOI:	10.1016/j.jfluchem.2021.109899
Popis:	(β-diazo-α,α-difluoroethyl)phosphonates as an analog of difluoro diazoethane has been designed as a powerful tool for the assembly of α,α-difluorinated phosphonate-containing molecules. Here, we report a [3+2] dipolar cycloaddition reaction of in situ generated (β-diazo-α,α-difluoroethyl)phosphonates and α,β-unsaturated esters. This mild protocol delivers a diverse array of (β-amino-α,α-difluoroethyl)phosphonates and simple unsaturated esters into highly valuable difluoromethylene phosphonate-containing pyrazoline carboxylates with good chemical yields. Furthermore, the utility of this method has been demonstrated by the large-scale synthesis.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::b0c803a63b807eda3f35bc5a126b122b https://doi.org/10.1016/j.jfluchem.2021.109899 Zobrazit plný text záznamu Full Text from ScienceDirect