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Updated: Mar 24, 2026
Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Iridium-Catalyzed Linear-Selective sp3 C-H Alkylation of N-Methylamides Using Alkenes Enabled by Diphosphite Ligands
Haluhi Takahashi1, Takanori Shibata1
1Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, Shinjuku, Tokyo, Japan.
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An iridium-catalyzed linear-selective sp3 C─H alkylation of N-methylamides with alkenes was developed using bulky, electron-deficient diphosphite ligands. The reaction accommodates N-methylacetamide derivatives bearing diverse substituents and a range of terminal alkenes. Mechanistic studies were conducted to gain insights into the reaction pathway. Internal alkenes can also be used via in situ consecutive alkene isomerization. Selective sp3 C─H functionalization was achieved even in the presence of competing sp2 C─H bonds.
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