Recent topics of iridium-catalyzed hydrosilylation of tertiary amides to silylhemiaminals

Atsushi Tahara, Hideo Nagashima

研究成果: Review article査読

20 被引用数 (Scopus)

抄録

Iridium-catalyzed hydrosilylation of amides with 1,1,3,3-tetramethyldisiloxane (TMDS) allows access to silylhemiaminals, which are often spontaneously converted to aldenamines. Iridium(I) phosphine species generated from IrCl(CO)(PPh3)2, IrCl(PPh3)3, or a mixture of [IrCl(COD)]2 and phosphorous ligands showed high catalytic activity for this reaction protocol, which demonstrated remarkable compatibility toward other reducible functional groups such as ketone and ester groups. This reaction enables the synthesis of π-conjugate enamines having hole-transport properties by appropriate selection of the iridium catalyst. Easy access to silyl hemiaminals and enamined stimulated other research groups to discover new reductive C–C bond-forming reactions to transform amides to amine derivatives, which can be applied to the synthesis of complex alkaloid molecules.

本文言語English
論文番号151423
ジャーナルTetrahedron Letters
61
4
DOI
出版ステータスPublished - 2020 1月 23
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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