Expanding the Scope of Arylsulfonylacetylenes as Alkynylating Reagents and Mechanistic Insights in the Formation of Csp2 Csp and Csp3 Csp Bonds from …

…, C Alvarado, M Tortosa, S Díaz??Tendero…

Index: Garcia Ruano, Jose Luis; Aleman, Jose; Marzo, Leyre; Alvarado, Cuauhtemoc; Tortosa, Mariola; Diaz-Tendero, Sergio; Fraile, Alberto Chemistry - A European Journal, 2012 , vol. 18, # 27 p. 8414 - 8422

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Abstract

Abstract We describe the unexpected behavior of the arylsulfonylacetylenes, which suffer an “anti-Michael” addition of organolithiums producing their alkynylation under very mild conditions. The broad scope, excellent yields, and simplicity of the experimental procedure are the main features of this methodology. A rational explanation of all these results can be achieved by theoretical calculations, which suggest that the association of the ...

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