A Palladium Iodide-Catalyzed Carbonylative Approach to Functionalized Pyrrole Derivatives

B Gabriele, L Veltri, R Mancuso, G Salerno…

Index: Gabriele, Bartolo; Salerno, Giuseppe; Veltri, Lucia; Mancuso, Raffaella; Li, Zhiyu; Crispini, Alessandra; Bellusci, Anna Journal of Organic Chemistry, 2006 , vol. 71, # 20 p. 7895 - 7898

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Citation Number: 26

Abstract

A novel and convenient approach to functionalized pyrroles is presented, based on Pd- catalyzed oxidative heterocyclization–alkoxycarbonylation of readily available N-Boc-1- amino-3-yn-2-ols. Reactions were carried out in alcoholic solvents at 80–100° C and under 20 atm (at 25° C) of a 4: 1 mixture of CO–air, in the presence of the PdI2–KI catalytic system (2–5 mol% of PdI2, KI/PdI2 molar ratio= 10). In the case of N-Boc-1-amino-3-yn-2-ols 3, ...