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Rhodium-catalyzed oxidative ortho-acylation of benzamides with aldehydes: direct functionalization of the sp2 C-H bond.
Org Lett. 2011 Aug 19; 13(16):4390-3.OL

Abstract

A rhodium-catalyzed oxidative acylation of benzamides with aryl aldehydes via direct sp(2) C-H bond cleavage is described. In the presence of [Cp*RhCl(2)](2), AgSbF(6), and silver carbonate as an oxidant, N,N-diethyl benzamides can be effectively carbonylated to yield ortho-acyl benzamides.

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Authors+Show Affiliations

Park J
Department of Chemistry, University of Ulsan, Ulsan, 680-749, Republic of Korea.
Park E
No affiliation info available
Kim A
No affiliation info available
Lee Y
No affiliation info available
Chi KW
No affiliation info available
Kwak JH
No affiliation info available
Jung YH
No affiliation info available
Kim IS
No affiliation info available

MeSH

AcylationAldehydesBenzamidesCarbonCatalysisHydrogenMolecular StructureOxidation-ReductionRhodium

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

21793534

Citation

Park, Jihye, et al. "Rhodium-catalyzed Oxidative Ortho-acylation of Benzamides With Aldehydes: Direct Functionalization of the Sp2 C-H Bond." Organic Letters, vol. 13, no. 16, 2011, pp. 4390-3.
Park J, Park E, Kim A, et al. Rhodium-catalyzed oxidative ortho-acylation of benzamides with aldehydes: direct functionalization of the sp2 C-H bond. Org Lett. 2011;13(16):4390-3.
Park, J., Park, E., Kim, A., Lee, Y., Chi, K. W., Kwak, J. H., Jung, Y. H., & Kim, I. S. (2011). Rhodium-catalyzed oxidative ortho-acylation of benzamides with aldehydes: direct functionalization of the sp2 C-H bond. Organic Letters, 13(16), 4390-3. https://doi.org/10.1021/ol201729w
Park J, et al. Rhodium-catalyzed Oxidative Ortho-acylation of Benzamides With Aldehydes: Direct Functionalization of the Sp2 C-H Bond. Org Lett. 2011 Aug 19;13(16):4390-3. PubMed PMID: 21793534.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Rhodium-catalyzed oxidative ortho-acylation of benzamides with aldehydes: direct functionalization of the sp2 C-H bond. AU - Park,Jihye, AU - Park,Eonjeong, AU - Kim,Aejin, AU - Lee,Youngil, AU - Chi,Ki-Whan, AU - Kwak,Jong Hwan, AU - Jung,Young Hoon, AU - Kim,In Su, Y1 - 2011/07/27/ PY - 2011/7/29/entrez PY - 2011/7/29/pubmed PY - 2011/12/13/medline SP - 4390 EP - 3 JF - Organic letters JO - Org Lett VL - 13 IS - 16 N2 - A rhodium-catalyzed oxidative acylation of benzamides with aryl aldehydes via direct sp(2) C-H bond cleavage is described. In the presence of [Cp*RhCl(2)](2), AgSbF(6), and silver carbonate as an oxidant, N,N-diethyl benzamides can be effectively carbonylated to yield ortho-acyl benzamides. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/21793534/Rhodium_catalyzed_oxidative_ortho_acylation_of_benzamides_with_aldehydes:_direct_functionalization_of_the_sp2_C_H_bond_ L2 - https://doi.org/10.1021/ol201729w DB - PRIME DP - Unbound Medicine ER -