594835-19-5Relevant academic research and scientific papers
A mixed anhydride approach to the preparation of sulfinate esters and allylic sulfones: Trimethylacetic p-toluenesulfinic anhydride
Jacobsen, Eric,Chavda, Mihir K.,Zikpi, Kokou M.,Waggoner, Stephanie L.,Passini, Daniel J.,Wolfe, Jesse A.,Larson, Robert,Beckley, Chelsea,Hamaker, Christopher G.,Hitchcock, Shawn R.
, p. 3073 - 3077 (2017)
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.
Tetrabutylammonium iodide catalyzed allylic sulfonylation of Baylis-Hillman acetates with sulfonylhydrazides in water
Li, Xiaoqing,Xu, Xiangsheng,Tang, Yucai
, p. 1739 - 1742 (2013/04/10)
A tetrabutylammonium iodide catalyzed method for the synthesis of allyl aryl sulfone derivatives with Baylis-Hillman acetates and sulfonylhydrazides using tert-butyl hydroperoxide as an oxidation agent in water has been developed. In this process, the group eliminated from the sulfonyl precursor is molecular nitrogen.
