A NEW REACTION OF ALLYLIC SULFONES
A NEW REACTION OF ALLYLIC SULFONES
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DOI：
10.1021/ja01477a026
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发表时间：
1961-01-01
影响因子：
15
通讯作者：
STEWART, B
中科院分区：
文献类型：
--
作者：
LACOMBE, EM;STEWART, B
已发现烯丙基砜经历热重排，伴随着二氧化硫的损失，得到烯属产物。因此，当烯丙基苄基砜在215 ℃加热时，得到产物4-苯基-1-丁烯和二氧化硫。该反应提供了一种延长碳链的新方法。对反应机理进行了讨论，虽然关于烯丙基类化合物的热反应和重排反应的研究有很多，但关于烯丙基砜的研究相对较少。烯丙基砜是一项早期研究的主题2，以确定是否发生相应亚磺酸酯的热重排。没有检测到重排，事实上，注意到
Allylic sulfones have been found to undergo a thermal rearrangement accompanied by loss of sulfur dioxide to give olefinic products. Thus, when allyl benzyl sulfone is heated at a temperature of 215, 4-phenyl-1-butene and sulfur dioxide are ob-tained as products. This reaction provides a novel method for lengthening carbon chains. The mechanism of the reaction is discussed.Although there is considerable information on thermal reactions and rearrangements of allylic compounds in general, relatively little can be found regarding allylic sulfones. Allylic sulfones were the subject of one earlier study2to determine whether thermal rearrangement to the correspond-ing sulfinic esters occurred. No rearrangement was detected and in fact it was noted that one of