699011-76-2

Upstream product

• 23438-61-1 1-(toluene-4-sulfonyl)piperidin-2-one 
• 675-20-7 piperidin-2-one 
• 98-59-9 p-toluenesulfonyl chloride 
• 456-64-4 phenyl trifluoromethanesulfonamide 
• 37595-74-7 N,N-phenylbistrifluoromethane-sulfonimide 

Downstream Products

• 865245-33-6 6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine 
• 81097-36-1 1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydropyridine 
• 1009637-20-0 N-methoxy-N-methyl-1-tosyl-1,4,5,6-tetrahydropyridine-2-carboxamide 

Relevant academic research and scientific papers

Construction of Azaspirocyclic Ketones through α-Hydroxyiminium Ion or α-Siloxy Epoxide Semipinacol Rearrangements

(matrix presented) method 1: R,R1=H, n=1 method 2: R=TMS, R1=OH, n=2 Semipinacol-type rearrangements to produce azaspirocyclic ketones are presented. The yields and stereoselectivities of these reactions range from 67-94% yield and 2

Nucleophilic additions of lactam-derived enol triflates to aldehydes mediated by nickel(II) and chromium(II) salts

Enol trifluoromethanesulfonates (triflates) derived from N-protected lactams undergo nickel(II)-chloride- and chromium(II)-chloride-promoted carbonyl additions to aldehydes. The yields of this process range from 42%-84%.

A Gold(I)-Catalyzed Oxidative Rearrangement of Heterocycle-Derived 1,3-Enynes Provides an Efficient and Selective Route to Divinyl Ketones

The gold-catalyzed oxidation of N-tosyl-protected 6-alkynyl-3,4-dihydro-2H-pyridines was studied in detail to obtain divinyl ketones in which one of the double bonds is embedded in a heterocyclic framework. The best reaction conditions were then extended

Carbonylative Suzuki-Miyaura coupling reaction of lactam-, lactone-, and thiolactone-derived enol triflates for the synthesis of unsymmetrical dienones

A thorough study of the carbonylative Suzuki-Miyaura cross-coupling reaction of enol triflates with alkenylboronic acids for the synthesis of unsymmetrical dienones is reported. Conditions were found that enabled the coupling of structurally different eno

Preparation of cyclopenta-fused N-, O-, and S-heterocycles by Lewis acid catalyzed Nazarov reaction

The products of carbonylative coupling between lactam-, lactone- and thiolactone-derived vinyl triflates and alkenylboronic acids are suitable substrates for the Lewis acid catalyzed Nazarov reaction. The most efficient Lewis acids for the Nazarov reactio

Preparation and Suzuki-Miyaura coupling reactions of tetrahydropyridine-2- boronic acid pinacol esters

A study on the conversion of lactam-derived vinyl triflates and phosphates into the corresponding vinyl boronates was carried out. While δ-valerolactam-derived vinyl triflates were successfully converted into 1,4,5,6-tetrahydropyridine-2-boronic acid pinacol ester derivatives by Pd-catalyzed coupling reaction with both bis(pinacolato)diboron and pinacolborane, pyrrolidinone and ε-caprolactam derivatives either did not react or were readily reduced. The δ-valerolactam-derived vinyl boronates are thermally stable compounds that efficiently coupled, under Pd catalysis, with structurally diverse aryl and heteroaryl bromides and triflates, vinyl iodides and bromides, and aromatic acid chlorides, to give the corresponding 2-substituted piperidines in good to excellent yields. The number of electrophiles that can virtually be coupled with these new boronic esters makes them very useful reagents for the synthesis of N-heterocyclic compounds.

Synthesis of functionalized 1-azaspirocyclic cyclopentanones using bronsted acid or N-bromosuccinimide promoted ring expansions

Azaspirocyclic ring systems are present in a variety of alkaloids. Functionalized 1-azaspirocyclopentanones (6, 7, 11, 12) can be efficiently constructed through semipinacol ring expansion reactions of 2-(1- hydroxycyclobutyl)-p-toluenesulfonylenamides (4