Journal
HELVETICA CHIMICA ACTA
Volume 105, Issue 2, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/hlca.202100184
Keywords
C-C bond formation; cyclobutanone; indanone; nickel; ring expansion
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Funding
- Jilin Provincial '13th Five Year Plan' Science and Technology Project [JJKH20181022KJ]
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We have developed a nickel catalyzed C-C bond reconstruction method using H2O as a hydrogen donor, which enables the conversion of o-bromophenylcyclobutanones into indanones and further synthesis of benzene-fused cyclic compounds.
Despite recent advances in catalytic ring-opening/cross-coupling process of o-halogen tethered phenylcyclobutanones with other partners, single-component ring expansion of such precursors towards 3-methylindanones has not been disclosed. We present herein a nickel catalyzed C-C bond reconstruction sequence of o-bromophenylcyclobutanones using H2O as hydrogen donor, leading to a series of indanones, which can be further converted into other benzene-fused cyclic compounds.
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