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. Author manuscript; available in PMC: 2011 May 26.
Published in final edited form as: J Am Chem Soc. 2010 May 26;132(20):7119–7137. doi: 10.1021/ja1009458

Scheme 7.

Scheme 7

Nucleophilic displacement of a 3-halopyrroloindoline by an aniline nucleophile.a

aReagents and conditions: (a) N-bromosuccinimide (1.4 equiv), DCM, 23 °C, 1 h, 84%; (b) aniline (6.3 equiv), K3PO4 (1.9 equiv), DMSO, 100 °C, 24 h, 12%; (c) TFA/DCM (1:5), 0 °C, 0.5 h, quant.