[4 + 2]环加成和烯反应中c -磺酰基二硫甲酸酯作为杂二亲烯剂和亲烯剂

Sulfur Letters Pub Date : 2003-10-01 DOI:10.1080/02786110310001619978

K. M. H. Hilmy, I. El-Sayed, S. El-kousy, H. S. Slem

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引用次数: 1

摘要

c -磺酰基二硫甲酸酯3在[4 + 2]与无环和环二烯的环加成中被证明是超杂二烯亲和物。无环1,3-二烯在室温下与3在氯仿中反应得到相应的二氢噻吩4-6，环戊二烯与3反应得到内、外2-噻吩环[2.2.1]庚烯7。此外，通过与四甲基亚烯、1-丁烯和反式-2-丁烯反应，3的亲和性得到了相应的烯加合物9、10和11的定量产率。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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C-Sulfonyldithioformates as heterodienophiles and enophiles in [4 + 2] cycloaddition and ene reactions

C-Sulfonyldithioformates 3 have been shown to be super-heterodienophiles in [4 + 2] cycloadditions with acyclic and cyclic dienes. Acyclic 1,3-dienes react with 3 in chloroform at room temperature to give the corresponding dihydrothiopyrans 4–6, while cyclopentadiene reacts with 3 to afford endo- and exo-2-thiabicyclo[2.2.1]heptene 7. Furthermore, the enophilic properties of 3 have been demonstrated by reacting 3 with tetramethylallene, 1-butene and trans-2-butene to afford the corresponding ene adducts 9, 10 and 11 respectively in quantitative yields.

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Sulfur Letters

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