公开(公告)号：US20100222549A1

公开(公告)日：2010-09-02

申请号：US12451193

申请日：2008-04-29

申请人： David Crich ,  Maheswaran Karatholuvhu ,  Venkataramanan Krishnamurthy ,  Thomas K. Hutton ,  Franck Brebion ,  Venkataraman Subramanian

发明人： David Crich ,  Maheswaran Karatholuvhu ,  Venkataramanan Krishnamurthy ,  Thomas K. Hutton ,  Franck Brebion ,  Venkataraman Subramanian

IPC分类号： C07K7/06 ,  C07C319/14 ,  C07H15/14 ,  C07K5/037 ,  C07K5/083 ,  C07C319/24 ,  C07B45/06

CPC分类号： C07D209/20 ,  C07C319/14 ,  C07C319/24 ,  C07C391/00 ,  C07C2603/74 ,  C07D213/70 ,  C07K5/081 ,  C07K7/06 ,  C07K14/78 ,  C07C321/18 ,  C07C321/28 ,  C07C323/59 ,  C07C321/20 ,  C07C323/60 ,  C07C323/14 ,  C07C323/20

摘要： A dechalcogenative method for the preparation of an allylic sulfide comprises contacting an activated chalcogenide of Formula (I) with a thiol of Formula (II) for a period of time sufficient to form an intermediate of Formula (III), and supplying sufficient activation energy to the intermediate of Formula (III), in a suitable solvent, preferably in the absence of a phosphine or other thiophile, to induce a [2,3]-sigmatropic rearrangement therein to form an allylic sulfide of Formula (IV), with concomitant loss of chalcogen Z, as set forth in the following reaction scheme, wherein X is an activating group selected from the group consisting of CN, S-pyridyl, S-heteroaryl, SO2-aryl, and SO3Y; Y is an alkali metal ion; Z is Se or S; R1, R2, R3, R4, and R5 are each independently H or a hydrocarbon moiety; and R is an organic moiety.

摘要翻译： 用于制备烯丙基硫醚的脱钙方法包括使式（I）的活化硫属化物与式（II）的硫醇接触足够长的时间以形成式（III）的中间体，并将足够的活化能提供给 式（III）的中间体在合适的溶剂中，优选在不存在膦或其他硫菌灵的情况下，以引起其中的[2,3] -sigmatropic重排以形成式（IV）的烯丙基硫醚，并伴随损失 的硫族元素Z，如以下反应图解所示，其中X是选自CN，S-吡啶基，S-杂芳基，SO 2 - 芳基和SO 3 Y的活化基团; Y是碱金属离子; Z为Se或S; R 1，R 2，R 3，R 4和R 5各自独立地为H或烃部分; 和R是有机部分。