申请人:Southern Illinois University Foundation
公开号:US03949001A1
公开(公告)日:1976-04-06
A process for preparing alkenes by reaction of various sulfone substrates with carbon tetrahalide in the presence of a strong base. The reactions are accelerated by the presence of a polar compound. Sulfone carbanions attack the carbon tetrahalide to produce an .alpha.-halogenated intermediate and a dihalocarbene. .alpha.-Halosulfones having .alpha.' hydrogens are converted to alkenes in situ via the Ramberg-Backland reaction. Sulfones having .alpha. but no .alpha.' hydrogens are simply .alpha.-halogenated. The dihalocarbene generated in the reaction may attack the product, solvent, or another substrate to form other products. Alkenes produced by reaction of carbon tetrahalides with di-sec-alkyl sulfones are readily attacked by dihalocarbene to form the alkene-dihalocarbene adduct (a substituted 1,1-dihalocyclopropane).
一种通过在强碱存在下将各种磺酮底物与四卤代碳反应制备烯烃的方法。在存在极性化合物的情况下,反应会加速进行。磺酮碳负离子攻击四卤代碳产生α-卤代中间体和二卤代卡宾。具有α'氢的α-卤代磺酮通过Ramberg-Backland反应原位转化为烯烃。具有α位但没有α'氢的磺酮仅仅是α-卤代的。反应中产生的二卤代卡宾可能会攻击产物、溶剂或另一个底物形成其他产物。通过四卤代碳与二次烷基磺酮反应产生的烯烃很容易被二卤代卡宾攻击形成烯烃-二卤代卡宾加合物(取代的1,1-二卤代环丙烷)。