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Upstream product

• 529-23-7 o-aminobenzaldehyde 
• 98-59-9 p-toluenesulfonyl chloride 
• 497236-62-1 N-(2-ethynylphenyl)-4-toluenesulfonamide 
• 1315477-55-4 N-[2-(1-hydroxyprop-2-yn-1-yl)phenyl]-4-methylbenzenesulfonamide 
• 5344-90-1 2-Aminobenzyl alcohol 

Relevant academic research and scientific papers

Formation of indoles, dihydroisoquinolines, and dihydroquinolines by ruthenium-catalyzed heterocyclizations

Indoles, dihydroisoquinolines, and dihydroquinolines were efficiently prepared by ruthenium-catalyzed heterocyclizations of aromatic homo- and bis-homopropargyl amines/amides in the presence of an amine/ammonium base-acid pair. These regioselective 5-endo and 6-endo cyclizations most probably occur by nucleophilic trapping of key ruthenium-vinylidene intermediates. Georg Thieme Verlag Stuttgart · New York.

Computational insights into the mechanisms of Ru-catalyzed cycloisomerization of 2-ethynylaniline and 2-(2-propynyl)tosylanilide: The role of pyridine in assisting the metal-vinylidene formation

Mechanistic studies of ruthenium-catalyzed cycloisomerization of 2-ethynylaniline and 2-(2-propynyl)tosylanilide were carried out using DFT calculations. A pyridine assisted hydrogen transfer pathway was unveiled for the formation of Ru-vinylidene complex. The proposed pathway was applied to rationalize the origin of the regioselectivity, 5-exo vs 6-endo cyclization, in the ruthenium catalyzed cycloisomerization of 2-(2-propynyl)tosylanilide. The cycloisomerization of 2-(2-propynyl)tosylanilide in the presence of pyridine produced a 6-endo cyclized product via the Ru-vinylidene intermediate assisted by pyridine while its absence afforded a 5-exo cyclized product via a direct nucleophilic addition. This study sheds more light on alternative pathways for reactions involving alkyne-vinylidene species.

Ruthenium-catalyzed cycloisomerization of aromatic homo- and bis-homopropargylic amines/amides: Formation of indoles, dihydroisoquinolines and dihydroquinolines

Ruthenium-catalyzed cycloisomerizations of aromatic homo- and bis-homopropargylic amines/amides efficiently afford indoles, dihydroisoquinolines and dihydroquinolines. These processes were regioselective (5- and 6-endo cyclizations) on using key Ru vinylidene intermediates. The presence of an amine/ammonium base-acid pair increased the rate of cyclization and facilitated the catalytic turnover. Copyright

Hg(OTf)2-catalyzed cyclization of N-tosylanilinoallylic alcohols to 2-vinylindolines

The Hg(OTf)2-catalyzed cyclization of N-tosylanilinoallylic alcohols giving rise to vinyl-substituted indolines has been developed. The reaction takes place with a highly efficient catalytic turnover (up to 1000 times) under mild conditions. The hydroxyl group of the organomercuric intermediate is protonated by in situ formed TfOH generating an oxonium cation, which regenerates the catalyst after demercuration. Thieme Stuttgart.