246. Conversion of Cyclic Ketones to 2,3-Fused Pyrroles and Substituted Indoles

Authors: Joshua S. Alford , Jillian E. Spangler , and Huw M. L. Davies

J. Am. Chem. Soc.,

2013, 135 (32), 11712–11715


A highly effective synthesis of 2,3-fused pyrroles from cyclic ketones has been achieved. The transformation includes a rhodium-catalyzed reaction of 4-alkenyl-1-sulfonyl-1,2,3-triazoles featuring an unusual 4π electrocyclization. The methodology was further extended to the synthesis of indoles using a one-pot reaction starting from 1-ethynylcyclohexenes.

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