132233-79-5

Upstream product

• 79-20-9 acetic acid methyl ester 
• 132233-78-4 4,5-dimethoxy-2-(dimethoxymethyl)benzaldehyde 
• 5392-10-9 2-bromo-4,5-dimethoxybenzaldehyde 
• 292638-85-8 acrylic acid methyl ester 
• 6163-58-2 tris-(o-tolyl)phosphine 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 70461-33-5 2-bromo-4,5-dimethoxybenzaldehyde dimethyl acetal 

Relevant academic research and scientific papers

CoIII-Carbene Radical Approach to Substituted 1H-Indenes

A new strategy for the catalytic synthesis of substituted 1H-indenes via metalloradical activation of o-cinnamyl N-tosyl hydrazones is presented, taking advantage of the intrinsic reactivity of a CoIII carbene radical intermediate. The reaction uses readily available starting materials and is operationally simple, thus representing a practical method for the construction of functionalized 1H-indene derivatives. The cheap and easy to prepare low spin cobalt(II) complex [CoII(MeTAA)] (MeTAA = tetramethyltetraaza[14]annulene) proved to be the most active catalyst among those investigated, which demonstrates catalytic carbene radical reactivity for a nonporphyrin cobalt(II) complex, and for the first time catalytic activity of [CoII(MeTAA)] in general. The methodology has been successfully applied to a broad range of substrates, producing 1H-indenes in good to excellent yields. The metallo-radical catalyzed indene synthesis in this paper represents a unique example of a net (formal) intramolecular carbene insertion reaction into a vinylic C(sp2)-H bond, made possible by a controlled radical ring-closure process of the carbene radical intermediate involved. The mechanism was investigated computationally, and the results were confirmed by a series of supporting experimental reactions. Density functional theory calculations reveal a stepwise process involving activation of the diazo compound leading to formation of a CoIII-carbene radical, followed by radical ring-closure to produce an indanyl/benzyl radical intermediate. Subsequent indene product elimination involving a 1,2-hydrogen transfer step regenerates the catalyst. Trapping experiments using 2,2,6,6-tetra-methylpiperidine-1-oxyl (TEMPO) radical or dibenzoylperoxide (DBPO) confirm the involvement of cobalt(III) carbene radical intermediates. Electron paramagnetic resonance spectroscopic spin-trapping experiments using phenyl N-tert-butylnitrone (PBN) reveal the radical nature of the reaction.

Highly regio- and stereoselective ruthenium(II)-catalyzed direct ortho -alkenylation of aromatic and heteroaromatic aldehydes with activated alkenes under open atmosphere

Various aromatic and heteroaromatic aldehydes reacted with activated alkenes in the presence of a catalytic amount of [{RuCl2(p-cymene)} 2], AgSbF6, and Cu(OAc)2?H2O to give substituted alkene derivat

N-(4- carbamimidoyl-phenyl) -glycine derivatives

The invention is concerned with novel N-(4-carbamimidoyl-phenyl)-glycine derivatives of the formula: wherein R1, E, X1 to X4 and G1 and G2 are as defined in the description and the claims, as well as hydrates or solvates and physiologically usable salts thereof.

A novel synthesis of 1-(2-methyl-1-propenyl)-2-aminoindan derivatives

We developed a novel synthesis of 2-aminoindan derivatives, having a 2- methyl-1-propenyl group at the 1-position and oxygen functional groups in the benzene ring, in 8 or 9 steps from vanillin.