Categories: Synthesis of O-Heterocycles > benzo-fused O-Heterocycles >
Synthesis of Benzofuran-3(2H)-ones
Recent Literature
A Hg(OTf)2-catalyzed N-oxide addition to alkynes forms an
enolonium species, that can undergo intramolecular nucleophilic attack by
hydroxyl or amino groups, providing various coumaran-3-ones and indolin-3-ones
via an enolate umpolung reactivity.
Z. Rong, W. Hu, N. Dai, G. Qian,
Org. Lett., 2020, 22, 3245-3250.
An asymmetric dual-metal relay catalysis strategy that combines Rh/chiral
sulfur-olefin-catalyzed enantioselective 1,2-addition with a Pd-catalyzed
intramolecular C-O coupling enables a rapid and efficient synthesis of
quaternary carbon-containing gem-diaryl benzofuran-3(2H)-ones in
good yields in a highly enantioselective manner.
Z.-F. Zhang, D.-X. Zhu, W.-W. Chen, B. Xu, M.-H. Xu, Org. Lett.,
2017, 19, 2726-2729.
An N-Heterocyclic carbene efficiently catalyzed an intramolecular nucleophilic
substitution reaction to yield benzopyrones and benzofuranones depending on the
substitution pattern.
J. He, J. Zheng, J. Liu, X. She, X. Pan, Org. Lett.,
2006, 8, 4637-4640.
A Rh(II)-catalyzed oxy-alkynylation of acceptor-acceptor carbenes using EBX
reagents provides diverse C2-quaternary alkyne-substituted benzofuran-3-ones and
2,2,4,5-tetrasubstituted 3(2H)-furanones under mild conditions with high
functional group compatibility. The key alkyne-transfer step is likely to occur
through a tandem process involving a β-addition, an α-elimination, and a
1,2-shift.
Q. Liu, Y.-T. Ma, X.-Y. Huang, Y.-Z. Li, F. Yang, S. Ali, K. Ji, Z.-S. Chen, Org. Lett., 2023, 25,
4044-4049.
A Rh/Co relay catalyzed C-H functionalization/annulation of
N-aryloxyacetamides with propiolic acids provides valuable benzofuran-3(2H)-one
scaffolds with a quaternary center in good yields.
W.-K. Yuan, M.-H. Zhu, R.-S. Geng, G.-Y. Ren, L.-B. Zhang, L.-R. Wen, M. Li, Org. Lett., 2019, 21,
1654-1658.