Ruthenium Catalyst in Coupling Reaction of Alcohols with Primary Amines
Chloro(p-cymene)[2-[(di-tert-butylphosphino)methyl]pyridine]ruthenium(II) triflate [C3668] catalyzes the reaction of benzyl alcohol derivatives with primary amines to yield secondary amines. The advantage of this reaction is that it does not require any additives or solvents. Apparently, chemoselective dehydration condensation of benzyl alcohol derivatives with primary amines can proceeds even in the presence of unprotected phenols or anilines. In addition, it has been reported that the tandem Pictet-Spengler reaction of alcohols and N-benzyltryptamines affords tetrahydro-β-carbolines in presence of C3668 and a Lewis acid catalyst like In(OTf)3.
Easy to Handle Silylating Reagent with High Reactivity
Organosilicon compounds are frequently used in synthetic chemistry and material science, due to their unique chemical reactivity and potential functional utility. Yorimitsu et al. recently reported the utility of 1,2-di-tert-butoxy-1,1,2,2-tetramethyldisilane [D5736] which is stable in the air and can be easily handled, as a useful silylating reagent. It is also unique and very useful in silylating reactions. For example, copper-catalyzed ring-opening silylation of benzofurans with D5736 affords (E)-o-(β-silylvinyl)phenols with complete E/Z selectivity and high yields under mild conditions. In addition, the coupling reaction of a series of chloroarenes and D5736 using SingaCycle™-A3 as a precatalyst results in the corresponding silylarenes in high yields.
TCI Practical Example: Olefin Metathesis Using nitro-Grela
TCI introduces the ring-closing metathesis using nitro-Grela [N1060] as a catalyst. The reaction report is actually performed by TCI's synthesis staff. You can see not only the reaction procedure but also the comment and analysis data from our staff.