2014
DOI: 10.1002/anie.201405647
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Aldehyde‐Assisted Ruthenium(II)‐Catalyzed CH Oxygenations

Abstract: Versatile ruthenium(II) complexes allow for siteselective C À H oxygenations with weakly-coordinating aldehydes. The challenging C À H functionalizations proceed with high chemoselectivity by rate-determining C À H metalation. The new method features an ample substrate scope, which sets the stage for the step-economical preparation of various bioactive heterocycles.

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Cited by 175 publications
(66 citation statements)
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“…First, the domino cyclization/coupling protocol could be carried out using various organometallic reagents, including monoarylboron,5a,5b monoaryltin,5a monoarylsilicon,5c and triarylbismuth5d reagents. It was surprising to note that despite the availability of these coupling methods, reports of their use in a concise strategy are conspicuously absent.…”
Section: Introductionmentioning
confidence: 99%
“…First, the domino cyclization/coupling protocol could be carried out using various organometallic reagents, including monoarylboron,5a,5b monoaryltin,5a monoarylsilicon,5c and triarylbismuth5d reagents. It was surprising to note that despite the availability of these coupling methods, reports of their use in a concise strategy are conspicuously absent.…”
Section: Introductionmentioning
confidence: 99%
“…The spectral data of the so obtained compounds were in agreement with those reported. 28 2-Hydroxy-4-methylbenzaldehyde. On the basis of these results, we rationalized that R 2 is preferably functionalized in cases where the aromatic ring was substituted with electron-withdrawing groups (phenols 5 and 6), whereas substitution at R 6 prevailed when donor groups were involved (phenols 1, 3, 7 and 8).…”
Section: Methodsmentioning
confidence: 99%
“…They further successfully applied this catalytic system to the hydroxylation of benzaldehydes, affording 2-hydroxylbenzaldehydes in moderate yields (Scheme 48) [78]. In terms of substrate scope, both electron-rich and electron-deficient benzaldehydes provided comparable yields.…”
Section: Reviewmentioning
confidence: 99%