DOI: 10.1055/a-2985-5976 ISSN: 0936-5214

Palladium-catalyzed Fujiwara-Moritani Reaction with Vinylsilanes

Ayaka Kanda, Ryunosuke Nakamura, Ayako Watanabe, Kohei Watanabe, Makoto Inai, Shigeo Murata, Yoshiyuki Kobayashi, Souta Yuruka, Masaru Kondo, Ryo Takita

The palladium-catalyzed Fujiwara-Moritani reaction with unactivated vinylsilane has been developed. The use of dimethyl sulfide as a ligand and air as the terminal oxidant was crucial for achieving the high catalytic activity. Dehydrogenative C-C bond formation was accomplished with indoles and pyrroles, and subsequent transformations exploiting the vinylsilane functionality of the products were demonstrated. Experimental studies indicated that the dimethyl sulfide ligand facilitates both catalyst reoxidation and olefin insertion steps.

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