Iridium-Catalyzed Cycloisomerization of -Tethered 1,7-Enynes: Construction of an Azabicyclo[5.1.0]octene System.

J Org Chem

Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331, P.R. China.

Published: July 2020

An efficient method for the synthesis of azabicyclo[5.1.0]octenes through cycloisomerization of nitrogen-tethered 1,7-enynes catalyzed by [IrCp*Cl] was developed. With appropriately designed substrates, this method could be easily employed to generate complex fused ring systems such as [6-6-3-7], [5-6-3-7], [7-6-3-7], and [8-6-3-7] ring systems, which enriches the diversity of the cyclopropane-fused polycycle library, and has potential applications in SAR studies of pharmaceutically interesting compounds and total synthesis of natural products.

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http://dx.doi.org/10.1021/acs.joc.0c00516DOI Listing

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