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Rh(III)-catalyzed synthesis of multisubstituted isoquinoline and pyridine N-oxides from oximes and diazo compounds.
J Am Chem Soc. 2013 Aug 21; 135(33):12204-7.JA

Abstract

Multisubstituted isoquinoline and pyridine N-oxides have been prepared by Rh(III)-catalyzed cyclization of oximes and diazo compounds via aryl and vinylic C-H activation. This intermolecular annulation involving tandem C-H activation, cyclization, and condensation steps proceeds under mild conditions, obviates the need for oxidants, releases N2 and H2O as the byproducts, and displays a broad substituent scope.

Authors+Show Affiliations

Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 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

23889167

Citation

Shi, Zhuangzhi, et al. "Rh(III)-catalyzed Synthesis of Multisubstituted Isoquinoline and Pyridine N-oxides From Oximes and Diazo Compounds." Journal of the American Chemical Society, vol. 135, no. 33, 2013, pp. 12204-7.
Shi Z, Koester DC, Boultadakis-Arapinis M, et al. Rh(III)-catalyzed synthesis of multisubstituted isoquinoline and pyridine N-oxides from oximes and diazo compounds. J Am Chem Soc. 2013;135(33):12204-7.
Shi, Z., Koester, D. C., Boultadakis-Arapinis, M., & Glorius, F. (2013). Rh(III)-catalyzed synthesis of multisubstituted isoquinoline and pyridine N-oxides from oximes and diazo compounds. Journal of the American Chemical Society, 135(33), 12204-7. https://doi.org/10.1021/ja406338r
Shi Z, et al. Rh(III)-catalyzed Synthesis of Multisubstituted Isoquinoline and Pyridine N-oxides From Oximes and Diazo Compounds. J Am Chem Soc. 2013 Aug 21;135(33):12204-7. PubMed PMID: 23889167.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Rh(III)-catalyzed synthesis of multisubstituted isoquinoline and pyridine N-oxides from oximes and diazo compounds. AU - Shi,Zhuangzhi, AU - Koester,Dennis C, AU - Boultadakis-Arapinis,Mélissa, AU - Glorius,Frank, Y1 - 2013/08/09/ PY - 2013/7/30/entrez PY - 2013/7/31/pubmed PY - 2014/8/7/medline SP - 12204 EP - 7 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 135 IS - 33 N2 - Multisubstituted isoquinoline and pyridine N-oxides have been prepared by Rh(III)-catalyzed cyclization of oximes and diazo compounds via aryl and vinylic C-H activation. This intermolecular annulation involving tandem C-H activation, cyclization, and condensation steps proceeds under mild conditions, obviates the need for oxidants, releases N2 and H2O as the byproducts, and displays a broad substituent scope. SN - 1520-5126 UR - https://www.unboundmedicine.com/medline/citation/23889167/Rh_III__catalyzed_synthesis_of_multisubstituted_isoquinoline_and_pyridine_N_oxides_from_oximes_and_diazo_compounds_ L2 - https://doi.org/10.1021/ja406338r DB - PRIME DP - Unbound Medicine ER -