Mikhail Yu. Moskalik, Ivan A. Garagan, Tatyana N. Borodina, Sergei V. Zinchenko, Bagrat A. Shainyan
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引用次数: 0
Abstract
The NBS-induced reaction of camphene with sulfonamides in acetonitrile in the presence of cesium carbonate and with three-fold excess of NBS results in the formation of the Ritter type solvent interception products with spiro-joined imidazoline ring and the unrearranged camphene framework (major products, up to 70 %), and the rearranged products with fused azetidine and camphene rings (minor products, up to 28 %). With equimolar amount of NBS, only the rearranged products of the quinazoline type with fused tetrahydropyrimidine and camphene rings are formed in up to 74 % yield. The azetidine derivatives of monoterpenes represent practically unknown class of compounds, their structure was proved by X-ray analysis, and the mechanism of formation of all three types of products is discussed.
期刊介绍：
Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC)
The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.
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