化学
试剂
烯丙基重排
有机化学
小学(天文学)
产量(工程)
氯化物
酸酐
恶唑烷
催化作用
物理
材料科学
天文
环氧树脂
冶金
作者
Eric N. Jacobsen,Mihir K. Chavda,Kokou M. Zikpi,Stephanie L. Waggoner,Daniel J. Passini,Jesse A. Wolfe,Robert J. Larson,Chelsea Beckley,Christopher G. Hamaker,Shawn R. Hitchcock
标识
DOI:10.1016/j.tetlet.2017.06.074
摘要
A reagent combination of toluenesulfinic acid and trimethylacetyl chloride affords a putative trimethylacetic p-toluenesulfinic anhydride. This reagent has been used to prepare a series of sulfinate esters from primary and secondary alcohols. In addition, the reagent was used to convert Baylis-Hillman substrates into allylic sulfones. Attempts to use the reagent to convert amines to sulfinamides were unsuccessful. In contrast, the use of 2-pyrrolidinone afforded N-p-toluenesulfinyl pyrrolidinone in 64% yield. The use of a chiral 4-benzyl-1,3-oxazolidinone or 4-benzyl-1,3-oxazolidine-2-thione led to the isolation of S-p-tolyl p-toluenethiosulfonate.
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