92249-36-0

Upstream product

• 126-81-8 dimedone 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 

Downstream Products

• 36047-17-3 5,5-dimethyl-3-phenyl-2-cyclohexen-1-one 
• 6502-98-3 5,5-dimethyl-3-[(E)-2-phenylvinyl]cyclohex-2-en-1-one 
• 21634-43-5 5,5-Dimethyl-3-vinylcyclohex-2-en-1-one 
• 28017-81-4 3-benzyl-5,5-dimethylcyclohex-2-en-1-one 

Relevant academic research and scientific papers

Vinyl nosylates as partner in copper and silver co-catalyzed Sonogashira cross-coupling reactions

Vinyl nosylates, readily obtained from β-dicarbonyl derivatives, could be efficiently engaged in Sonogashira cross-coupling reactions, either cocatalyzed by copper or silver salts. The para-nitrobenzenesulfonate (nosylate) group allows this coupling to be performed under very mild conditions (room temperature). These new leaving group and mild conditions could be applied to the synthesis of acetylenic coumarinyl derivatives and to the total synthesis of an acetylenic monoterpene natural product, named cleviolide.

Handy Protocols using Vinyl Nosylates in Suzuki-Miyaura Cross-Coupling Reactions

Vinyl nosylates derived from 1,3-dicarbonyl compounds could be engaged in Suzuki-Myaura cross coupling reactions with aryl-, vinyl- and methylboronic acids or trifluoborate derivatives at room temperature in the presence of 2mol% of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) [PdCl2(dppf)]. One-pot procedures have been set up for practical and efficient nosylation-cross-coupling reactions. Nosylate, as a cheap novel pseudo-halide, gives very stable compounds and is very efficient in Suzuki-Myaura cross coupling reactions (21 examples, 44-99%).

Vinyl nosylates: An ideal partner for palladium-catalyzed cross-coupling reactions

In a hurry to leave! Nosylates act as an excellent leaving group in various palladium-catalyzed cross-couplings, such as Suzuki, Stille, Heck, and Sonogashira reactions (see scheme). Crystalline, stable, and cheap vinyl and aryl nosylates proved better th