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1 article(s) from Messias Cardozo, Thiago

DABCO-promoted photocatalytic C–H functionalization of aldehydes

Bruno Maia da Silva Santos,
Mariana dos Santos Dupim,
Cauê Paula de Souza,
Thiago Messias Cardozo and
Fernanda Gadini Finelli

Beilstein J. Org. Chem. 2021, 17, 2959–2967, doi:10.3762/bjoc.17.205

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Figure 1: Redox potentials of representative nitrogenated HAT catalysts and photocatalysts [9-12,21-23].

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Figure 2: Previous reports of DABCO as hydrogen abstractor in HAT reactions and this work.

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Scheme 1: Aryl bromide and aldehyde scope. Isolated yields. ^aYield determined by ¹H NMR analysis with 1,3-ben...

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Scheme 2: Mechanistic investigations of the HAT reaction using DABCO.

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Scheme 3: Proposed mechanism for aldehyde arylation. PC = photocatalyst Ir[dF(CF₃)ppy]₂(dtbbpy)PF_6. SET = sin...

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Figure 3: Free energy profile for the HAT step reactions between isovaleraldehyde with (top) DABCO and (botto...

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Figure 4: TS structure for the HAT reaction between the DABCO radical cation and isovaleraldehyde obtained at...

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Letter

Published 21 Dec 2021

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