New Journal of Chemistry

Phase-transfer catalysed (PTC) reactions of 1, 1-dichloro-2-cyanocyclopropane with nucleophiles. Identification of intermediates

A Jończyk, T Koćmierowski, T Zdrojewski

文献索引：Jonczyk, Andrzej; Kocmierowski, Tomasz; Zdrojewski, Tadeusz New Journal of Chemistry, 2003 , vol. 27, # 2 p. 295 - 299

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被引用次数: 9

摘要

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 ...