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One-pot cascade synthesis of N-methoxyisoquinolinediones via Rh(III)-catalyzed carbenoid insertion C-H activation/cyclization.
Chem Commun (Camb). 2015 Jan 14; 51(4):668-71.CC

Abstract

Here a new, mild and versatile method for one-pot cascade synthesis of diverse N-methoxyisoquinolinediones via Rh(III)-catalyzed regioselective carbenoid insertion C-H activation/cyclization of N-methoxybenzamides with α-diazotized Meldrum's acid has been achieved. Extension of the developed Rh(III) catalysis for building new analogs of the marketed drug Edaravone has also been demonstrated.

Authors+Show Affiliations

VARI/SIMM Center, Center for Structure and Function of Drug Targets, CAS-Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P. R. China. yiwei.simm@simm.ac.cn eric.xu@simm.ac.cn.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo 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

25415423

Citation

Shi, Jingjing, et al. "One-pot Cascade Synthesis of N-methoxyisoquinolinediones Via Rh(III)-catalyzed Carbenoid Insertion C-H Activation/cyclization." Chemical Communications (Cambridge, England), vol. 51, no. 4, 2015, pp. 668-71.
Shi J, Zhou J, Yan Y, et al. One-pot cascade synthesis of N-methoxyisoquinolinediones via Rh(III)-catalyzed carbenoid insertion C-H activation/cyclization. Chem Commun (Camb). 2015;51(4):668-71.
Shi, J., Zhou, J., Yan, Y., Jia, J., Liu, X., Song, H., Xu, H. E., & Yi, W. (2015). One-pot cascade synthesis of N-methoxyisoquinolinediones via Rh(III)-catalyzed carbenoid insertion C-H activation/cyclization. Chemical Communications (Cambridge, England), 51(4), 668-71. https://doi.org/10.1039/c4cc08407a
Shi J, et al. One-pot Cascade Synthesis of N-methoxyisoquinolinediones Via Rh(III)-catalyzed Carbenoid Insertion C-H Activation/cyclization. Chem Commun (Camb). 2015 Jan 14;51(4):668-71. PubMed PMID: 25415423.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - One-pot cascade synthesis of N-methoxyisoquinolinediones via Rh(III)-catalyzed carbenoid insertion C-H activation/cyclization. AU - Shi,Jingjing, AU - Zhou,Jie, AU - Yan,Yunnan, AU - Jia,Jinlong, AU - Liu,Xuelei, AU - Song,Huacan, AU - Xu,H Eric, AU - Yi,Wei, PY - 2014/11/22/entrez PY - 2014/11/22/pubmed PY - 2015/8/11/medline SP - 668 EP - 71 JF - Chemical communications (Cambridge, England) JO - Chem Commun (Camb) VL - 51 IS - 4 N2 - Here a new, mild and versatile method for one-pot cascade synthesis of diverse N-methoxyisoquinolinediones via Rh(III)-catalyzed regioselective carbenoid insertion C-H activation/cyclization of N-methoxybenzamides with α-diazotized Meldrum's acid has been achieved. Extension of the developed Rh(III) catalysis for building new analogs of the marketed drug Edaravone has also been demonstrated. SN - 1364-548X UR - https://www.unboundmedicine.com/medline/citation/25415423/One_pot_cascade_synthesis_of_N_methoxyisoquinolinediones_via_Rh_III__catalyzed_carbenoid_insertion_C_H_activation/cyclization_ L2 - https://doi.org/10.1039/c4cc08407a DB - PRIME DP - Unbound Medicine ER -