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Issue 10, 2018
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Direct sequential C–H iodination/organoyl-thiolation for the benzenoid A-ring modification of quinonoid deactivated systems: a new protocol for potent trypanocidal quinones

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Abstract

We report a sequential C–H iodination/organoyl-thiolation of naphthoquinones and their relevant trypanocidal activity. Under a combination of AgSR with a copper source, sulfur-substituted benzenoid quinones were prepared in high yields (generally >90%). This provides an efficient and general method for preparing A-ring modified naphthoquinoidal systems, recognized as a challenge in quinone chemistry.

Graphical abstract: Direct sequential C–H iodination/organoyl-thiolation for the benzenoid A-ring modification of quinonoid deactivated systems: a new protocol for potent trypanocidal quinones

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Publication details

The article was received on 24 Jan 2018, accepted on 08 Feb 2018 and first published on 08 Feb 2018


Article type: Paper
DOI: 10.1039/C8OB00196K
Citation: Org. Biomol. Chem., 2018,16, 1686-1691
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    Direct sequential C–H iodination/organoyl-thiolation for the benzenoid A-ring modification of quinonoid deactivated systems: a new protocol for potent trypanocidal quinones

    G. A. M. Jardim, W. X. C. Oliveira, R. P. de Freitas, R. F. S. Menna-Barreto, T. L. Silva, M. O. F. Goulart and E. N. da Silva Júnior, Org. Biomol. Chem., 2018, 16, 1686
    DOI: 10.1039/C8OB00196K

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