Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 132, Issue 41, Pages 14379-14381Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja107958u
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Funding
- Royal Society
- EPSRC
- University of Nottingham
- Engineering and Physical Sciences Research Council [EP/F030517/1] Funding Source: researchfish
- EPSRC [EP/F030517/1] Funding Source: UKRI
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Rare earth carbenes exclusively exhibit Wittig-type reactivity with carbonyl compounds to afford alkenes. Here, we report that yttrium carbenes can effect regioselective ortho-C-H activation and sequential C-C and C-O bond formation reactions of aryl ketones to give iso-benzofurans and hydroxymethylbenzophenones. With MeCOPh, cyclotetramerization occurs giving a substituted cyclohexene. This demonstrates new rare earth carbene reactivity which complements existing Wittig-type reactivity.
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