A regio- and stereoselective Heck-Matsuda process for construction of γ-aryl allylsulfonyl fluorides.

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.

SUBMITTER: Qin HY 

PROVIDER: S-EPMC9251648 | biostudies-literature | 2022 Jun

REPOSITORIES: biostudies-literature