RIS ID

140314

Publication Details

Drew, M. A., Arndt, S., Richardson, C., Rudolph, M., Hashmi, A. K. & Hyland, C. J.T. (2019). Divergent gold-catalysed reactions of cyclopropenylmethyl sulfonamides with tethered heteroaromatics. Chemical Communications, 55 (93), 13971-13974.

Abstract

Cyclopropenylmethyl sulfonamides with tethered heteroaromatics have been demonstrated to undergo divergent gold-catalysed cyclisation reactions. A formal dearomative (4+3) cycloaddition takes place with furan-tethered substrates, yielding densely functionalised 5,7-fused heterocycles related to the bioactive curcusone natural products. Indole-tethered substrates display divergent reactivity giving biologically important tetrahydro-β-carbolines via a Friedel-Crafts mechanism.

Grant Number

ARC/DP180100904

Available for download on Thursday, October 15, 2020

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