Benzoyl Peroxide (BPO)
Recent Literature
A direct asymmetric benzoyloxylation of aldehydes with benzoyl peroxide catalyzed by (S)-2-(triphenylmethyl)pyrrolidine
provides optically active
α-benzoyloxyaldehydes as useful chiral building blocks.
T. Kano, H. Mii, K. Maruoka, J. Am. Chem. Soc., 2009,
131, 3450-3451.
The direct asymmetric α-benzoyloxylation of β-ketocarbonyls catalyzed by a
chiral primary amine demonstrates excellent enantioselectivity for a broad range
of substrates, which allows convenient access to highly enantioenriched
α-hydroxy-β-ketocarbonyls.
D. Wang, C. Xu, L. Zhang, S. Luo, Org. Lett.,
2015,
17, 576-579.
A highly regio- and enantioselective hydroxyamination of aldehydes with in situ
generated nitrosocarbonyl compounds from hydroxamic acid derivatives was
realized by combining TEMPO and BPO as oxidants in the presence of a
binaphthyl-modified amine catalyst.
T. Kano, F. Shirozu, K. Maruoka, J. Am. Chem. Soc., 2013,
135, 17735-17738.
Copper-catalyzed carboamination of alkenes enables an efficient synthesis of
γ-amino butyric acid (GABA) derivatives from alkenes. In this
difunctionalization reaction, acetonitrile serves as the source of the carbon
and nitrogen functionalities. A copper-catalyzed radical-polar crossover
mechanism is proposed.
N. Zhu, T. Wang, L. Ge, Y. Li, X. Zhang, H. Bao, Org. Lett.,
2017, 19, 4718-4721.
A one-pot sequential 1,3-dipolar cycloaddition/aromatization reaction sequence
enables the synthesis of multisubstituted pyrroles from simple, easy available
alkenes. A well-defined silver-catalyzed 1,3-dipolar cycloaddition reaction is
followed by a benzoyl peroxide-mediated oxidative dehydrogenative aromatization
reaction.
Y. Liu, H. Hi, X. Wang, S. Zhi, Y. Kan, C. Wang, J. Org. Chem.,
2017, 82, 4194-4202.
A simple and practical benzannulation of maleimides with triethylamine as a
1,3-diene synthon provides phthalimides in good yields under mild conditions.
The transformation can be performed in the absence of a metal catalyst with high
levels of functional group tolerance.
L. Long, W. Wang, Y. Zhu, W. Luo, Y. Zhang, J. Chen, Y. Wei, Z. Chen, Org. Lett., 2023, 25,
7775-7779.
A convenient copper-catalyzed oxidative
cross-dehydrogenative [4 + 2]-cyclization of glycine derivatives with anthranils
enables an efficient and atom-economical synthesis of various
3,4-dihydroquinazolines. The reaction offers high efficiency and wide substrate tolerance.
J. Ren, C. Pi, Y. Wu, X. Cui,
Org. Lett., 2019, 21, 4067-4071.
The use of aroyl peroxides as coupling partners enables a direct acyloxylation
of the α-C(sp2)-H bond in tertiary β-enaminones under catalyst-free
conditions and ambient temperature via a thermoinduced free-radical pathway. The
present method offers an efficient synthesis of both acyloxylated chromones and
enaminones.
Y. Guo, Y. Xiang, L. Wei, J.-P. Wan, Org. Lett.,
2018, 20, 3971-3974.
Photocatalysis enables the construction of 3-acyl-4-arylcoumarins in good yields
from simple aldehydes and ynoates in the presence of inexpensive 2-tBu-anthraquinone
as catalyst. The reaction proceeds through generation of an acyl radical
intermediate, that reacts with ynoate, and then cyclization.
K. Kawaai, T. Yamaguchi, E. Yamaguchi, S. Endo, N. Tada, A. Ikari, A. Itoh, J. Org. Chem., 2018, 83,
1988-1996.
