Ph2P(O) Group for Protection of Terminal Acetylenes

作者：Yang, Xin; Matsuo, Daisuke; Suzuma, Yoshinori; Fang, Jing-Kun; Xu, Feng; Orita, Akihiro^*; Otera, Junzo; Kajiyama, Shingo; Koumura, Nagatoshi; Hara, Kohjiro

来源：Synlett, 2011, (16): 2402-2406.

DOI：10.1055/s-0030-1261223

• alkynes
• phosphorylation
• protecting groups
• coupling

A protecting group Ph2P(O) for terminal ethyne was newly developed. This protecting group can be introduced readily to terminal ethyne by CuI-catalyzed phosphination and subsequent oxidation with H2O2. Ph2P(O)-protected ethynes remained intact in Sonogashira coupling, and their high polarity enabled easy separation of the desired coupling product from by-products. By treatment with t-BuOK, Ph2P(O)-protected ethynes were transformed to the corresponding terminal ethynes.

• 出版日期2011-10