384836-87-7

Upstream product

• 463963-14-6 N-[(2E)-4-hydroxybut-2-en-1-yl]-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide 
• 317842-50-5 4-methyl-N-(2-oxoethyl)-N-(prop-2-yn-1-yl)benzenesulfonamide 
• 127451-46-1 N-(4-acetoxybut-2-enyl)-N-(prop-2-ynyl)-p-toluenesulfonamide 
• 774242-01-2 N-[(2Z)-4-hydroxybut-2-en-1-yl]-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide 
• 384836-85-5 ethyl (E)-4-(N-(prop-2-ynyl)-4-methylphenylsulfonamido)but-2-enoate 

Downstream Products

• 384836-09-3 (2E)-N-(5,5,5-trifluoro-4-hydroxy-2-pentenyl)-N-(2-propynyl)tosylamide 
• 1004783-88-3 2-(toluene-4-sulfonyl)-1,2,3,7a-tetrahydro-pyrano[3,4-c]pyrrole 
• 1365555-62-9 C₁₉H₂₁NO₅S 
• 1334209-45-8 (E)-6-(N-(prop-2-ynyl)-N-tosylamino)hex-4-en-1-yn-3-yl pivalate 
• 1365555-08-3 (E)-ethyl 7-(N-(prop-2-ynyl)-N-tosylamino)-4-(pivaloyloxy)hept-5-en-2-ynoate 
• 1365555-10-7 (E)-1-(N-(prop-2-ynyl)-N-tosylamino)-7-oxooct-2-en-5-yn-4-yl pivalate 
• 1365555-11-8 (E)-1-(N-(prop-2-ynyl)-N-tosylamino)-7-oxododec-2-en-5-yn-4-yl pivalate 
• 1365555-13-0 (E)-7-(N-(prop-2-ynyl)-N-tosylamino)-1-oxo-1-phenylhept-5-en-2-yn-4-yl pivalate 
• 1365555-64-1 C₂₉H₄₃NO₅SSi 

Relevant academic research and scientific papers

Rhodium-catalyzed intra- and intermolecular [5 + 2] cycloaddition of 3-acyloxy-1,4-enyne and alkyne with concomitant 1,2-acyloxy migration

A new type of rhodium-catalyzed [5 + 2] cycloaddition was developed for the synthesis of seven-membered rings with diverse functionalities. The ring formation was accompanied by a 1,2-acyloxy migration event. The five- and two-carbon components of the cycloaddition are 3-acyloxy-1,4-enynes (ACEs) and alkynes, respectively. Cationic rhodium(I) catalysts worked most efficiently for the intramolecular cycloaddition, while only neutral rhodium(I) complexes could facilitate the intermolecular reaction. In both cases, electron-poor phosphite or phosphine ligands often improved the efficiency of the cycloadditions. The scope of ACEs and alkynes was investigated in both the intra- and intermolecular reactions. The resulting seven-membered-ring products have three double bonds that could be selectively functionalized.

Scope and limitation of intramolecular Pauson-Khand reaction of fluorine-containing enynes

Intramolecular Pauson-Khand reaction of various fluorine-containing enynes was investigated under various conditions. The reaction of the substrates, which have fluorine atom(s) or fluorine-containing group(s) attached to alkenyl moiety, gave the corresponding cyclopentenones in low to moderate yield, while that of the substrates bearing fluorine-containing groups attached to alkynyl moiety afforded the corresponding cyclopentenones in low to high yield.