Improved Synthesis of 2, 3-Dibromo-1-(phenylsulfonyl)-1-propene (DBP)

A VanZanten, K Mullaugh, R Harrington, A Kiefer…

Index: VanZanten, Aaron; Mullaugh, Katherine; Harrington, Ryan; Kiefer, Adam; Carlson, David; Mastarone, Dan; Lipchik, Corey; Murphree, S. Shaun Synthesis, 2004 , # 16 p. 2611 - 2613

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Abstract

Abstract A convenient preparation of 2, 3-dibromo-1-(phenylsulfonyl)-1-propene (DBP, 1) is available through the one-pot propargylation and oxidation of thiophenol to give the propargyl sulfone 11, which is isomerized and brominated in another one-pot reaction. The new preparation is significantly more scalable, as well as more convenient and robust than the prior art.