Pd-Catalyzed Suzuki–Miyaura and Hiyama–Denmark Couplings of Aryl Sulfamates

• DOI: 10.1021/acs.orglett.6b02330
• Publication Date: 2016-11-03T13:45:46Z
• Authors: Patrick R. Melvin; Nilay Hazari; Megan Mohadjer Be...; Hemali P. Shah; Michael J. Williams
• Keywords: Molecular Structure; Chemistry Techniques, Synthetic; Silanes; Sulfonic Acids; Hydrocarbons, Aromatic; 01 natural sciences; Catalysis; Palladium; 0104 chemical sciences

Using a recently discovered precatalyst, the first Pd-catalyzed Suzuki–Miyaura reactions using aryl sulfamates that occur at room temperature are reported. In complementary work, it is demonstrated related precatalyst can facilitate coupling of silanolates, which less toxic and reactive nucleophiles than boronic acids with chlorides. By combining our results modern electrophiles nucleophiles, Hiyama–Denmark