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Qian J, Sheng G, Huang K, et al. α-Amidino Rhodium Carbenes: Key Intermediates for the Preparation of (E)-2-Aminomethylene-3-oxoindoles and Pyranoindoles. Org Lett. 2016;18(15):3682-5doi: 10.1021/acs.orglett.6b01728.
Qian, J., Sheng, G., Huang, K., Liu, S., Lu, P., & Wang, Y. (2016). α-Amidino Rhodium Carbenes: Key Intermediates for the Preparation of (E)-2-Aminomethylene-3-oxoindoles and Pyranoindoles. Organic letters, 18(15), 3682-5. https://doi.org/10.1021/acs.orglett.6b01728
Qian, Jing, et al. "α-Amidino Rhodium Carbenes: Key Intermediates for the Preparation of (E)-2-Aminomethylene-3-oxoindoles and Pyranoindoles." Organic letters vol. 18,15 (2016): 3682-5. doi: https://doi.org/10.1021/acs.orglett.6b01728
Qian J, Sheng G, Huang K, Liu S, Lu P, Wang Y. α-Amidino Rhodium Carbenes: Key Intermediates for the Preparation of (E)-2-Aminomethylene-3-oxoindoles and Pyranoindoles. Org Lett. 2016 Aug 05;18(15):3682-5. doi: 10.1021/acs.orglett.6b01728. Epub 2016 Jul 08. PMID: 27391393.
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Org Lett. 2016 Aug 05;18(15):3682-5. doi: 10.1021/acs.orglett.6b01728. Epub 2016 Jul 08.

α-Amidino Rhodium Carbenes: Key Intermediates for the Preparation of (E)-2-Aminomethylene-3-oxoindoles and Pyranoindoles.

Organic letters

Jing Qian, Guorong Sheng, Kai Huang, Shaojie Liu, Ping Lu, Yanguang Wang

Affiliations

  1. Department of Chemistry, Zhejiang University , Hangzhou 310027, P. R. China.

PMID: 27391393 DOI: 10.1021/acs.orglett.6b01728

Abstract

Rhodium-catalyzed reactions of 3-diazoindolin-2-imines with aromatic aldehydes and α,β-unsaturated aldehydes respectively furnished (E)-2-aminomethylene-3-oxoindoles and pyranoindoles in moderate to excellent yields with nice functional group tolerance. The reaction proceeds in a cascade involving α-amidino rhodium carbene as the key intermediate.

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