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Tandem Rh(III)-catalyzed oxidative acylation of secondary benzamides with aldehydes and intramolecular cyclization: the direct synthesis of 3-hydroxyisoindolin-1-ones.
Org Lett. 2012 Feb 03; 14(3):906-9.OL

Abstract

The rhodium-catalyzed oxidative acylation between secondary benzamides and aryl aldehydes via sp(2) C-H bond activation followed by an intramolecular cyclization is described. This method results in the direct and efficient synthesis of 3-hydroxyisoindolin-1-one building blocks.

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Authors+Show Affiliations

Sharma S
Department of Chemistry, University of Ulsan, Ulsan, 680-749, Republic of Korea.
Park E
No affiliation info available
Park J
No affiliation info available
Kim IS
No affiliation info available

MeSH

AcylationAldehydesBenzamidesCatalysisCyclizationHydroxylationIndolesMolecular StructureOxidation-ReductionRhodiumStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

22263914

Citation

Sharma, Satyasheel, et al. "Tandem Rh(III)-catalyzed Oxidative Acylation of Secondary Benzamides With Aldehydes and Intramolecular Cyclization: the Direct Synthesis of 3-hydroxyisoindolin-1-ones." Organic Letters, vol. 14, no. 3, 2012, pp. 906-9.
Sharma S, Park E, Park J, et al. Tandem Rh(III)-catalyzed oxidative acylation of secondary benzamides with aldehydes and intramolecular cyclization: the direct synthesis of 3-hydroxyisoindolin-1-ones. Org Lett. 2012;14(3):906-9.
Sharma, S., Park, E., Park, J., & Kim, I. S. (2012). Tandem Rh(III)-catalyzed oxidative acylation of secondary benzamides with aldehydes and intramolecular cyclization: the direct synthesis of 3-hydroxyisoindolin-1-ones. Organic Letters, 14(3), 906-9. https://doi.org/10.1021/ol2034228
Sharma S, et al. Tandem Rh(III)-catalyzed Oxidative Acylation of Secondary Benzamides With Aldehydes and Intramolecular Cyclization: the Direct Synthesis of 3-hydroxyisoindolin-1-ones. Org Lett. 2012 Feb 3;14(3):906-9. PubMed PMID: 22263914.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Tandem Rh(III)-catalyzed oxidative acylation of secondary benzamides with aldehydes and intramolecular cyclization: the direct synthesis of 3-hydroxyisoindolin-1-ones. AU - Sharma,Satyasheel, AU - Park,Eonjeong, AU - Park,Jihye, AU - Kim,In Su, Y1 - 2012/01/20/ PY - 2012/1/24/entrez PY - 2012/1/24/pubmed PY - 2012/5/5/medline SP - 906 EP - 9 JF - Organic letters JO - Org Lett VL - 14 IS - 3 N2 - The rhodium-catalyzed oxidative acylation between secondary benzamides and aryl aldehydes via sp(2) C-H bond activation followed by an intramolecular cyclization is described. This method results in the direct and efficient synthesis of 3-hydroxyisoindolin-1-one building blocks. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/22263914/Tandem_Rh_III__catalyzed_oxidative_acylation_of_secondary_benzamides_with_aldehydes_and_intramolecular_cyclization:_the_direct_synthesis_of_3_hydroxyisoindolin_1_ones_ L2 - https://doi.org/10.1021/ol2034228 DB - PRIME DP - Unbound Medicine ER -