The Journal of Organic Chemistry

O-Acylation of. alpha.-diazo ketones. A novel route to alkenediazonium and 1, 3-dioxolium salts

W Lorenz, G Maas

文献索引：Lorenz, Wolfgang; Maas, Gerhard Journal of Organic Chemistry, 1987 , vol. 52, # 3 p. 375 - 381

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被引用次数: 19

摘要

0-Acylation of a-diazo ketones with benzoyl triflate or diphenylacetyl triflate generates the corresponding & (acyloxy) alkenediazonium salts 5 and 15. These thermolabile compounds can be trapped with isopropylamine at low temperature to give triazoles 21. Dediazoniation of 5 and 15 leads to 1, 3-dioxolium salts 7 and 16 as well as small amounts of vinyl triflates 8 and 17 via intermediary vinyl cations. 0-Benzoylation with benzoyl triflate has also been ...