4.5 Article

Sulfur and Nitrogen Mustard Carbonate Analogues

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2012, 期 17, 页码 3223-3228

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201200321

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Mustard derivatives; Dialkyl carbonate; Nucleophilic substitution; Green chemistry; Reactive intermediates

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Sulfur and nitrogen half-mustard compounds lose their aggressive properties when the chlorine atom is replaced by a carbonate moiety. The anchimeric effect of the novel mustard carbonate analogues is investigated. The reaction follows first-order kinetics, does not need any base, and occurs with OH, NH and acidic CH nucleophiles. Most of these molecules are unexplored and might provide a novel strategy for the preparation of compounds previously not easily accessible.

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