56579-61-4Relevant articles and documents
Phase-transfer catalysed (PTC) reactions of 1,1-dichloro-2-cyanocyclopropane with nucleophiles. Identification of intermediates
Jonczyk, Andrzej,Kocmierowski, Tomasz,Zdrojewski, Tadeusz
, p. 295 - 299 (2003)
An addition-elimination mechanism for PTC reactions of phenols with 1,1-dichloro-2-cyanocyclopropane (1) is supported by trapping of intermediate cyclopropenes 3 and 5. PTC reactions of 1 with a series of phenols 2a-d, thiophenol (2e), alcohols 2f,g and dithioles 11a,b led to formation of disubstituted cyanocyclopropanes 6a-d, 6e, 6f,g or spiroproducts 12a,b, respectively. Under acidic conditions or thermally, dialkoxycyclopropanes 6f,g or spirane 12a were transformed into alkyl 3-cyanopropionates 10f,g and ketene dithioacetal 13a.