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Rhodium-catalyzed regioselective amidation of indoles with sulfonyl azides via C-H bond activation.
Org Biomol Chem. 2012 Dec 07; 10(45):8953-5.OB

Abstract

Direct C-2 amidation of indoles was reported using sulfonyl azides as the amino source to release N(2) as the single byproduct. This reaction exhibits high functional group tolerance and regioselectivity, providing a variety of 2-amino substituted indoles in high to excellent yield. The procedure is robust, reliable, and compatible with water and air.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Shi J
Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, PR China.
Zhou B
No affiliation info available
Yang Y
No affiliation info available
Li Y
No affiliation info available

MeSH

AmidesAzidesCarbonCatalysisHydrogenIndolesRhodiumStereoisomerismSubstrate Specificity

Pub Type(s)

Journal Article

Language

eng

PubMed ID

23076206

Citation

Shi, Jingjing, et al. "Rhodium-catalyzed Regioselective Amidation of Indoles With Sulfonyl Azides Via C-H Bond Activation." Organic & Biomolecular Chemistry, vol. 10, no. 45, 2012, pp. 8953-5.
Shi J, Zhou B, Yang Y, et al. Rhodium-catalyzed regioselective amidation of indoles with sulfonyl azides via C-H bond activation. Org Biomol Chem. 2012;10(45):8953-5.
Shi, J., Zhou, B., Yang, Y., & Li, Y. (2012). Rhodium-catalyzed regioselective amidation of indoles with sulfonyl azides via C-H bond activation. Organic & Biomolecular Chemistry, 10(45), 8953-5. https://doi.org/10.1039/c2ob26767e
Shi J, et al. Rhodium-catalyzed Regioselective Amidation of Indoles With Sulfonyl Azides Via C-H Bond Activation. Org Biomol Chem. 2012 Dec 7;10(45):8953-5. PubMed PMID: 23076206.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Rhodium-catalyzed regioselective amidation of indoles with sulfonyl azides via C-H bond activation. AU - Shi,Jingjing, AU - Zhou,Bing, AU - Yang,Yaxi, AU - Li,Yuanchao, Y1 - 2012/10/18/ PY - 2012/10/19/entrez PY - 2012/10/19/pubmed PY - 2013/4/24/medline SP - 8953 EP - 5 JF - Organic & biomolecular chemistry JO - Org Biomol Chem VL - 10 IS - 45 N2 - Direct C-2 amidation of indoles was reported using sulfonyl azides as the amino source to release N(2) as the single byproduct. This reaction exhibits high functional group tolerance and regioselectivity, providing a variety of 2-amino substituted indoles in high to excellent yield. The procedure is robust, reliable, and compatible with water and air. SN - 1477-0539 UR - https://www.unboundmedicine.com/medline/citation/23076206/Rhodium_catalyzed_regioselective_amidation_of_indoles_with_sulfonyl_azides_via_C_H_bond_activation_ L2 - https://doi.org/10.1039/c2ob26767e DB - PRIME DP - Unbound Medicine ER -