Affiliation:
1. Department of Chemistry and Nanoscience Ewha Womans University Seoul South Korea
Abstract
AbstractThe ortho‐selective alkynylation of polyhalo‐substituted (hetero)aryl tosylates was investigated using an integrated continuous‐flow/batch protocol. Without the elimination of the tosyloxy group, the regioselective ortho‐metalation of the (hetero)aryl tosylates employing n‐BuLi and ZnCl2 was successfully achieved in continuous‐flow chemistry within 10.92 s (residence time). The Pd‐catalyzed Negishi alkynylations of various iodoethynyl (hetero)arenes and the resulting arylzinc species proceeded at room temperature in yields ranging from 51% to 95%. Finally, the synthetic utility of this strategy was validated by the synthesis of benzofuran and pyridofuran derivatives.
Funder
National Research Foundation of Korea
Ministry of Oceans and Fisheries
Korea Polar Research Institute
Cited by
1 articles.
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