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Rh(III)-catalyzed directed C-H olefination using an oxidizing directing group: mild, efficient, and versatile.
J Am Chem Soc. 2011 Mar 02; 133(8):2350-3.JA

Abstract

An efficient Rh(III)-catalyzed oxidative olefination by directed C-H bond activation of N-methoxybenzamides is reported. In this mild, practical, selective, and high-yielding process, the N-O bond acts as an internal oxidant. In addition, simply changing the substituent of the directing/oxidizing group results in the selective formation of valuable tetrahydroisoquinolinone products.

Authors+Show Affiliations

Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Münster, Germany.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

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

Language

eng

PubMed ID

21275421

Citation

Rakshit, Souvik, et al. "Rh(III)-catalyzed Directed C-H Olefination Using an Oxidizing Directing Group: Mild, Efficient, and Versatile." Journal of the American Chemical Society, vol. 133, no. 8, 2011, pp. 2350-3.
Rakshit S, Grohmann C, Besset T, et al. Rh(III)-catalyzed directed C-H olefination using an oxidizing directing group: mild, efficient, and versatile. J Am Chem Soc. 2011;133(8):2350-3.
Rakshit, S., Grohmann, C., Besset, T., & Glorius, F. (2011). Rh(III)-catalyzed directed C-H olefination using an oxidizing directing group: mild, efficient, and versatile. Journal of the American Chemical Society, 133(8), 2350-3. https://doi.org/10.1021/ja109676d
Rakshit S, et al. Rh(III)-catalyzed Directed C-H Olefination Using an Oxidizing Directing Group: Mild, Efficient, and Versatile. J Am Chem Soc. 2011 Mar 2;133(8):2350-3. PubMed PMID: 21275421.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Rh(III)-catalyzed directed C-H olefination using an oxidizing directing group: mild, efficient, and versatile. AU - Rakshit,Souvik, AU - Grohmann,Christoph, AU - Besset,Tatiana, AU - Glorius,Frank, Y1 - 2011/01/28/ PY - 2011/2/1/entrez PY - 2011/2/1/pubmed PY - 2011/6/11/medline SP - 2350 EP - 3 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 133 IS - 8 N2 - An efficient Rh(III)-catalyzed oxidative olefination by directed C-H bond activation of N-methoxybenzamides is reported. In this mild, practical, selective, and high-yielding process, the N-O bond acts as an internal oxidant. In addition, simply changing the substituent of the directing/oxidizing group results in the selective formation of valuable tetrahydroisoquinolinone products. SN - 1520-5126 UR - https://www.unboundmedicine.com/medline/citation/21275421/Rh_III__catalyzed_directed_C_H_olefination_using_an_oxidizing_directing_group:_mild_efficient_and_versatile_ L2 - https://doi.org/10.1021/ja109676d DB - PRIME DP - Unbound Medicine ER -