亚砜类化合物的烯丙化重排反应进展  

The progress of sulfoxide-mediated allylative rearrangement reactions

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作  者:彭勃[1] 詹娅玲 董涛涛 王明慧 PENG Bo;ZHAN Yaling;DONG Taotao;WANG Minghui(College of Chemistry and Life Sciences,Zhejiang Normal University,Jinhua 321004,China)

机构地区:[1]浙江师范大学化学与生命科学学院,浙江金华321004

出  处:《浙江师范大学学报(自然科学版)》2023年第1期39-46,共8页Journal of Zhejiang Normal University:Natural Sciences

基  金:国家自然科学基金资助项目(22071219)。

摘  要:亚砜作为自然界中一类含硫化合物,是制备杀虫剂、抑菌剂、合成纤维、塑料、染料等的重要原料.因此,亚砜的研究一直以来是有机合成领域的重要研究方向.文献调研后,对亚砜类(芳基亚砜、烯基亚砜、烯丙基亚砜)化合物的邻位烯丙化重排反应的发展进行了总结和探讨.该类反应通过被亲电试剂活化的亚砜与特定亲核试剂组装,进而发生[3,3]-σ重排.该类反应有望成为[3,3]-σ重排反应的重要分支,从而成为含硫化合物的有力合成工具.As a type of sulfur-containing compound in nature,sulfoxide was usually regarded as an important raw material for the preparation of insecticides,bacteriostatic agents,synthetic fibers,plastics,dyes,etc.Therefore,the sulfoxide chemistry had long been an essential field of synthetic chemistry.The development of ortho-allylation rearrangement reactions of sulfoxides(aryl sulfoxide,alkenyl sulfoxide,allyl sulfoxide) compounds were summarized and discussed based on literature survey.A key step of these reactions involved the assembly and subsequent [3,3]-σ rearrangement of electrophile-activated sulfoxides with certain nucleophiles.This type of sulfoxide-mediated rearrangement was expected to be a new class of rearrangement reactions and would become a powerful synthetic tool for accessing sulfur-containing compounds.

关 键 词:芳基亚砜 烯基亚砜 烯丙基亚砜 烯丙化 [3 3]-σ重排 

分 类 号:O625.[理学—有机化学]

 

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