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. Author manuscript; available in PMC: 2018 Sep 27.
Published in final edited form as: Chem Rev. 2017 Jun 5;117(18):11894–11951. doi: 10.1021/acs.chemrev.7b00022

Figure 49.

Figure 49

(A) NBS-mediated selective bromination of HA of 313. (B) NBS-mediated bromination of HA and the alkene of 314. The incipient brominum intermediate undergoes EAS. (C) Substrate and reagent controlled bromination. While most brominating sources functionalize HA, treatment of 317 with BDSB results in bromination of HB. (D) Brominating agents.248 Abrev. NBS: N-bromosuccinimide; NBSac: N-bromosaccharin; TBCO: tetrabromocyclohexadienone; NBA: N-bromoacetamide; TCCA: trichlorocyanuric acid; BDSB: Bromodiethylsulphide bromopentachloroantimonate.