Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/31986
Title: Ruthenium-catalyzed intramolecular cyclization of diazo-β-ketoanilides for the synthesis of 3-alkylideneoxindoles
Authors: Chan, WW
Kwong, TL
Yu, WY 
Issue Date: 2012
Publisher: Royal Society of Chemistry
Source: Organic & biomolecular chemistry, 2012, v. 10, no. 18, p. 3749-3755 How to cite?
Journal: Organic & biomolecular chemistry 
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.
URI: http://hdl.handle.net/10397/31986
ISSN: 1477-0520
EISSN: 1477-0539
DOI: 10.1039/c2ob06985g
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