Addition of malonic esters to azoalkenes generated in situ from α-bromo- and α-chlorohydrazones

Autor:	Sema L. Ioffe, Alexey Yu. Sukhorukov, Aleksandr O. Kokuev
Rok vydání:	2021
Předmět:	In situ Coupling (electronics) chemistry.chemical_compound Malonate Deprotonation chemistry Organic Chemistry Drug Discovery Polymer chemistry Michael reaction Biochemistry Sodium hydride
Zdroj:	Tetrahedron Letters. 83:153414
ISSN:	0040-4039
DOI:	10.1016/j.tetlet.2021.153414
Popis:	Michael addition of malonic esters to azoalkenes generated in situ from α-bromo- and α-chlorohydrazones was accomplished. Both aliphatic and aromatic substrates bearing different functional groups are tolerated. The use of a strong base (sodium hydride) for generation of azoalkenes and deprotonation of malonate was found to be essential for a successful coupling. Synthetic potential of the obtained β-hydrazonoalkylmalonates was demonstrated by their smooth conversion into five- and six-membered N-heterocycles, functionalized hydrazides, 2-(2-oxo-2-arylethyl)malonates and 2-arylethylmalonates.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::737e991a76a76a46040cd45a9d33eb74 https://doi.org/10.1016/j.tetlet.2021.153414 Zobrazit plný text záznamu Full Text from ScienceDirect