773880-75-4

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 301645-40-9 1-chloro-3-nitro-2-vinylbenzene 
• 115444-95-6 2-chloro-6-nitrophenethyl methanesulfonate 
• 102493-68-5 2-(2-chloro-6-nitrophenyl)-ethanol 
• 83-42-1 6-chloro-2-nitrotoluene 

Downstream Products

• 773880-62-9 N-allyl-N-p-toluenesulfonyl-3-chloro-2-vinylaniline 
• 102855-24-3 4-chloro-1-tosyl-1H-indole 

Relevant academic research and scientific papers

Development of isomerization and cycloisomerization with use of a ruthenium hydride with N-heterocyclic carbene and its application to the synthesis of heterocycles

A pure ruthenium hydride complex with N-heterocyclic carbene (NHC) ligand was efficiently generated from the reaction of a second-generation Grubbs ruthenium catalyst with vinyloxytrimethylsilane and unambiguously characterized. This ruthenium hydride complex showed high catalytic activity for the selective isomerization of terminal olefin and for the cycloisomerization of 1,6-dienes. These reactions of N-allyl-o-vinylaniline lead to novel synthetic methods for heterocycles such as indoles and 3-methylene-2,3-dihydroindoles, which are useful synthons for bioactive natural products. These procedures address an important issue in diversity-oriented synthesis.

Cycloisomerization promoted by the combination of a ruthenium-carbene catalyst and trimethylsilyl vinyl ether, and its application in the synthesis of heterocyclic compounds: 3-Methylene-2,3-dihydroindoles and 3-methylene-2,3- dihydrobenzofurans

Substituted N and O heterocycles have been synthesized by the cycloisomerization of dienes using a ruthenium-carbene catalyst. The products obtained with and without trimethylsilyl vinyl ether differ (see scheme, Cy = cyclohexyl, Mes = 2,4,6-trimethylphenyl, Ts = p-toluenesulfonyl).