Organic letters

Regioselective Synthesis of Multisubstituted Benzenes by Palladium-Catalyzed Intermolecular Reaction of β-Iodo-β-silylstyrenes with Alkynes

H Kinoshita, H Takahashi, K Miura

Index: Kinoshita, Hidenori; Takahashi, Hirotoshi; Miura, Katsukiyo Organic Letters, 2013 , vol. 15, # 12 p. 2962 - 2965

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Citation Number: 7

Abstract

The Pd-catalyzed reaction between β-iodo-β-silylstyrenes and terminal alkynes in i-Pr2NEt gave 1, 2, 3, 5-tetrasubstituted benzenes with complete regioselection. The use of certain silylacetylenes as alkynes enabled efficient synthesis of 1, 3, 5-trissilyl-2-arylbenzenes, which could be transformed into other multisubstituted benzenes by displacement of the silyl groups.