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1.
Org Lett ; 18(16): 4012-5, 2016 08 19.
Artículo en Inglés | MEDLINE | ID: mdl-27472556

RESUMEN

Reductive cross-coupling has emerged as a direct method for the construction of carbon-carbon bonds. Most cobalt-, nickel-, and palladium-catalyzed reductive cross-coupling reactions to date are limited to stoichiometric Mn(0) or Zn(0) as the reductant. One nickel-catalyzed cross-coupling paradigm using Et3N as the terminal reductant is reported. By using this photoredox catalysis and nickel catalysis approach, a direct Csp(2)-Csp(3) reductive cross-coupling of aryl bromides with alkyl bromides is achieved under mild conditions without stoichiometric metal reductants.

2.
Org Lett ; 17(6): 1397-400, 2015 Mar 20.
Artículo en Inglés | MEDLINE | ID: mdl-25738918

RESUMEN

The palladium/copper-catalyzed aerobic oxidative C-H carbonylation for the synthesis of o-aminobenzoates is described. Molecular oxygen is used as the terminal oxidant. This methodology proceeds with a wide range of N-substituted anilines and alcohols and gives straightforward access to valuable o-aminobenzoates.

3.
Angew Chem Int Ed Engl ; 54(6): 1893-6, 2015 Feb 02.
Artículo en Inglés | MEDLINE | ID: mdl-25521770

RESUMEN

A novel palladium-catalyzed C-H double carbonylation introduces two adjacent carbonyl groups for the synthesis of isatins from readily available anilines. The reaction proceeds under atmospheric pressure of CO with high regioselectivity and without any additives. Density functional theory investigations indicate that the palladium-catalyzed double carbonylation catalytic cycle is plausible.

4.
Angew Chem Int Ed Engl ; 53(9): 2443-6, 2014 Feb 24.
Artículo en Inglés | MEDLINE | ID: mdl-24474421

RESUMEN

ß-Lactam scaffolds are considered to be ideal building blocks for the synthesis of nitrogen-containing compounds. A new palladium-catalyzed oxidative carbonylation of N-allylamines for the synthesis of α-methylene-ß-lactams is reported. DFT calculations suggest that the formation of ß-lactams via a four-membered-ring transition state is favorable.


Asunto(s)
Alilamina/química , Paladio/química , beta-Lactamas/síntesis química , Alilamina/síntesis química , Catálisis , Oxidación-Reducción , beta-Lactamas/química
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