Organic letters

Pd (PhCN) 2Cl2/P (t-Bu) 3: a versatile catalyst for Sonogashira reactions of aryl bromides at room temperature

T Hundertmark, AF Littke, SL Buchwald, GC Fu

Index: Hundertmark, Thomas; Littke, Adam F.; Buchwald, Stephen L.; Fu, Gregory C. Organic Letters, 2000 , vol. 2, # 12 p. 1729 - 1731

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Citation Number: 444

Abstract

By use of these conditions, we can catalyze the Sonogashira coupling of a wide variety of aryl bromides and terminal acetylenes at room temperature (Table 1). 12 Thus, bromobenzene reacts with an array of alkynes in good to excellent yields (entries 1−3). As illustrated in entries 4−7, less reactive 4-bromoanisole also couples with high efficiency. Even very electron-rich 4-bromo-N,N-dimethylaniline reacts cleanly at room temperature (entry 8). The coupling ...