A regio- and stereoselective Heck-Matsuda process for construction of γ-aryl allylsulfonyl fluorides
Hao-Yong Qin1, Houying Gui1, Zai-Wei Zhang1
1School of Chemistry, Chemical Engineering and Life Sciences, Wuhan University of Technology Wuhan 430070 China tao.shu@whut.edu.cn qinhuali@whut.edu.cn.
Abstract:
A highly efficient regio- and stereoselective Heck-Matsuda method was developed employing aryl diazoniums and allylsulfonyl fluorides for the construction of a class of novel γ-aryl allylsulfonyl fluorides in the presence of Pd(OAc)2 and PPh3. The method features excellent regio- and stereoselectivity (up to 100% E-selectivity), broad substrate scope and mild reaction conditions. Further application of γ-aryl allylsulfonyl fluoride in SuFEx reactions was achieved to provide their corresponding sulfonates and sulfonamides in excellent yields.
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