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In Situ Generated Magnesium Cyanide as an Efficient Reagent for Nucleophilic Cyanation of Nitrosoalkenes and Parent Nitronates
Author(s) -
Ushakov Pavel Yu.,
Tabolin Andrey A.,
Ioffe Sema L.,
Sukhorukov Alexey Yu.
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201801761
Subject(s) - chemistry , cyanation , electrophile , reagent , nucleophile , cyanide , organic chemistry , nucleophilic addition , hydrocyanation , magnesium , medicinal chemistry , catalysis
In situ generated magnesium cyanide [NaCN/Mg(ClO 4 ) 2 ] is suggested as a convenient, readily available, non‐volatile and organic‐soluble reagent for hydrocyanation reactions. It was successfully used for nucleophilic cyanation of nitrosoalkenes, nitronates, as well as other typical π‐electrophiles, such as imines, α,β‐unsaturated ketones, alkylidenemalonates and azoalkenes.