Abstract
With [Ru(p-cymene)Cl 2] 2 as catalyst, diazo-β-ketoanilides would undergo intramolecular carbenoid arene C-H bond functionalization to afford 3-alkylideneoxindoles in up to 92% yields. The reaction occurs under mild conditions and exhibits excellent chemoselectivity. The lack of primary KIE (k H/k D ∼ 1) suggests that the reaction should not proceed by rate-limiting C-H bond cleavage; a mechanism involving cyclopropanation of the arene is proposed.
Original language | English |
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Pages (from-to) | 3749-3755 |
Number of pages | 7 |
Journal | Organic and Biomolecular Chemistry |
Volume | 10 |
Issue number | 18 |
DOIs | |
Publication status | Published - 14 May 2012 |
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry
- Biochemistry