491879-61-9

Upstream product

• 30389-17-4 but-3-yn-2-amine 
• 98-59-9 p-toluenesulfonyl chloride 
• 18303-04-3 N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide 
• 70-55-3 toluene-4-sulfonamide 
• 42105-26-0 (1-methylprop-2-yn-1-yl)amine hydrochloride 
• 293313-58-3 N-2-(But-3-ynyl)-N-(2-methyl-2-propyloxycarbonyl)-4-methylbenzenesulfonamide 

Downstream Products

• 875612-09-2 (Z)-2-[(dimethyl-phenylsilyl)methylene]-3-(p-tosylamino)butanal 
• 1234210-46-8 N-(but-3-yn-2-yl)-N-((2,3-diphenylcycloallyl)methyl)-4-methylbenzenesulfonamide 
• 1289257-32-4 C₁₇H₁₉NO₃S 
• 132330-52-0 N-(1-Methylprop-2-ynyl)-N-(2-propenyl)-4-methylbenzenesulfonamide 
• 17900-53-7 2-methyl-1-(4-methylbenzenesulfonyl)-1H-pyrrole 

Relevant academic research and scientific papers

Solid form of heteroaryl-fused tetrahydropyridine compound and preparation method of heteroaryl-fused tetrahydropyridine compound

The present application discloses a solid form of a heteroaryl-fused tetrahydropyridine compound of a formula (I) and a preparation method thereof. The solid form comprises a crystal A, a crystal B, acrystal C and an amorphous form, wherein the crystal B has good physicochemical stability.

An unconventional sulfur-to-selenium-to-carbon radical transfer: Chemo-and regioselective cyclization of yne-ynamides

An uncommon sulfur → selenium → carbon radical transfer process is employed to develop an unprecedented selenyl radical-mediated regioselective cyclization of yne-tethered-ynamides. Density functional theory studies and HRMS experiments are used to establish a reactivity scale between thiyl and selenyl radicals. The unique features of this transformation include, (1) the chemoselective reactivity of RSe over RS, (2) regioselective RSe attack on alkyne over ynamide, (3) 5-exo-dig cyclization of yne-ynamide to unusual 4-selenyl-pyrroles, and (4) the green synthetic method. The reaction of methyldiselenide with yne-ynamides to methylselenopyrroles is also described.

Annelated Cyclobutanes by Fe-Catalyzed Cycloisomerization of Enyne Acetates

Cationic Fe complexes of the general type [(Ph3P)2Fe(CO)(NO)]X (X=BF4, BArF4) catalyze the redox-neutral cycloisomerization of 1,6- and 1,7-enyneacetates to afford bicyclic cyclobutanes under mild conditions in good yields and diastereoselectivities.

Cascade electrophilic iodocyclization: Efficient preparation of 4-iodomethyl substituted tetrahydro-β-carbolines and formal synthesis of oxopropaline G

4-Iodomethyl substituted tetrahydro-β-carbolines, the core structure of numerous natural products and bioactive molecules, are readily prepared via I2-promoted cascade electrophilic cyclization. The reactivity differences of olefins and alkynes

Developing a diastereoselective intramolecular [4 + 3] cycloaddition of nitrogen-stabilized oxyallyl cations derived from N-sulfonyl-substituted allenamides

Efforts toward achieving a practical and diastereoselective intramolecular [4 + 3] cycloaddition of nitrogen-stabilized oxyallyl cations with tethered dienes are described. Epoxidation of N-sulfonyl substituted allenamides with dimethyldioxirane (DMDO) generates nitrogen-stabilized oxyallyl cations that readily undergo stereoselective [4 + 3] cycloaddition with dienes. Selectivity is found to depend on the tethering length as well as the stability of the oxyallyl cation intermediate, whether generated from N-carbamoyl- or N-sulfonyl-substituted allenamides. The use of chiral N-sulfonyl-substituted allenamides provided minimal diastereoselectivity in the cycloaddition, while high diastereoselectivity can be achieved with a stereocenter present on the tether. These studies provide further support for the synthetic utility of allenamides.

Silylation-desilylation of propargyl amides: rapid synthesis of functionalised aldehydes and β-lactams

Propargyl functionalised β-silylalkenals were easily prepared starting from suitable propargyl compounds by a silylformylation process. In particular the use of propargyl tosyl amides allowed the synthesis of α,β-unsaturated aldehydes through a two-step sequence of silylformylation-desilylation reactions. TBAF was employed to induce the desilylation process that was performed under very mild experimental conditions and occurred along with an elimination step of the tosylamido moiety affording 2-methylaryl-2-alkenals with good yields and stereoselectivity. When the tosyl amides were reacted with a hydrosilane in the presence of catalytic amounts of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) α-silylmethylene-β-lactams were synthesised through a silylcarbocyclisation process. A high chemoselectivity towards the β-lactam was observed when dialkyl propargyl amides were employed. The obtained β-lactams were easily transformed into the corresponding methylaryl-β-lactams by fluoride induced aryl migration-desilylation with total retention of configuration of the migrating group and complete stereoselectivity towards the more stable β-lactam (E)-isomer.

Effects of substituents on the multiple bonds on ring-closing metathesis of enynes

In ring-closing metathesis (RCM) reactions of enynes, the substituents on the multiple bonds are quite important. Although RCM of an enyne having a monosubstituted alkene proceeds smoothly using the first-generation ruthenium-carbene complex 1a, that of a