70090-80-1

Upstream product

• 766-85-8 3-methoxy-1-iodobenzene 
• 53915-69-8 allenyltributylstannane 
• 36282-40-3 (3-methoxyphenyl)magnesium bromide 
• 106-96-7 propargyl bromide 
• 626-20-0 3-methoxystyrene 
• 65038-17-7 1-(2,2-dibromocyclopropyl)-3-methoxybenzene 
• 52200-03-0 3-methoxyphenyl methanesulfonate 

Relevant academic research and scientific papers

Photoredox-Catalyzed α-Aminoalkylcarboxylation of Allenes with CO2

The photoredox-catalyzed α-aminoalkylcarboxylation of aryl allenes with CO2 and N,N-dimethylanilines is reported for the first time (26 examples, up to 96% yield). In the case of electron-deficient allenes, good regioselectivity was observed (up to 94:6), exclusively generating kinetic products over thermodynamic products. This protocol is a novel synthetic method for highly functionalized β,γ-unsaturated γ-aminobutyric esters.

Trifluoromethylation of Allenes: An Expedient Access to α-Trifluoromethylated Enones at Room Temperature

A silver(I) catalyzed regioselective trifluoromethylation of allenes using Langlois's salt (NaOSOCF3) is demonstrated. This transformation enables direct expedient access to α-trifluoromethylated acroleins, which are valuable synthons for a number of pharmaceuticals and agrochemicals containing vinyl-CF3 moieties. Versatility of this trifluoromethylation method has been established with good yield and excellent regioselectivity. Preliminary experiments and computational studies were carried out to elucidate the mechanistic insight of this protocol.

Copper-Catalyzed Difunctionalization of Allenes with Sulfonyl Iodides Leading to (E)-α-Iodomethyl Vinylsulfones

A highly regioselective iodosulfonylation of allenes in the presence of CuI and 1,10-phenanthroline has been developed for the synthesis of various useful (E)-α-iodomethyl vinylsulfones in moderate to excellent yields. This practical reaction is fast, operationally simple, and in particular, proceeds under very mild conditions to afford the target products with high regio- and stereoselectivity. The selectivity was illustrated by a conceptual DFT analysis.

Some reactions of gem-dibromocyclopropanes and metal carbonyls

A series of gem-dibromocyclopropanes were treated with various metal complexes. Among the metal complexes, Ru(CO)2(PPh3) 3, Ru(CO)3(PPh3)2, and Mo(CO) 6 were able to remove a bro

Synthesis of allenes via Nickel-catalyzed cross-coupling reaction of propargylic bromides with grignard reagents

We describe a convenient method for the synthesis of terminal allenes from cross-coupling of propargylic bromide with Grignard reagent. The reaction of propargylic bromide with 1.2 equivalents of Grignard reagent mediated by Ni(acac)2 (2 mol%) and Ph3P (4 mol%) in THF may produce terminal allenes in good yields and high regioselectivities at room temperature. Georg Thieme Verlag Stuttgart · New York.

Highly chemoselective coupling of allenylstannanes with organic iodides promoted by Pd(PPh3)4/LiCl: An efficient method for the synthesis of substituted allenes

An efficient method for the preparation of various monosubstituted arylallenes, disubstituted allenes and alkenylallenes via palladium-catalyzed coupling of allenylstannanes with aryl iodides or alkenyl iodides is described. The coupling reaction was carr

The Stille coupling reaction of aryl triflates with n-tributylallenyl stannane: a general route to arylallenes.

The palladium-copper co-catalyzed cross-coupling reaction of n-tributylallenyl stannane 1 with aryl triflates provides an efficient route to the corresponding aryl allenes.