1196-52-7

Upstream product

• 61-70-1 N-methyl-2-indolinone 
• 100-60-7 N-methylcyclohexylamine 
• 883521-20-8 2-Bromo-N-cyclohexyl-N-methyl-acetamide 
• 1521-51-3 rac-3-bromocyclohexene 
• 6407-35-8 N-cyclohexylidenemethylamine 
• 82988-53-2 N-(1-cyclohexenyl)-N-methyl-α-(methylsulfinyl)acetamide 
• 82988-52-1 N-Cyclohex-1-enyl-N-methyl-2-methylsulfanyl-acetamide 
• 27655-70-5 cis-bicyclo-[4.2.0]-octan-7-one 
• 133165-63-6 N-(2-cyclohexen-1-yl)-2-iodo-N-methylacetamide 
• 86766-74-7 N-(cyclohex-2-en-1-yl)-N-methylamine 
• 5041-27-0 1-isocyanatocyclohex-1-ene 
• 222625-81-2 1-bis(propylthio)methyl-3,3-bis(propylthio)-1,3,3a,4,5,6-hexahydro-indol-2-one 
• 82988-54-3 1-methyl-3-methylthio-5,6,7,7a-tetrahydro-4H-oxindole 
• 39778-87-5 C₉H₁₅NO 

Relevant academic research and scientific papers

Radical Cyclization of N-(Cyclohex-2-enyl)-α,α-dichloroacetamides. Stereoselective Syntheses of (+/-)-Mesembranol and (+/-)-Elwesine

Stereoselective syntheses of the Sceletium alkaloid (+/-)-mesembranol (2) and the Amaryllidaceae alkaloid (+/-)-elwesine (3) have been achieved.A key step in the syntheses involves the Bu3SnH-mediated radical cyclization of the dichloroacetamides 34 and 4

Diastereoselective Rhodium-Catalyzed Hydrogenation of 2-Oxindoles and 3,4-Dihydroquinolones

The benzene ring of indolin-2-ones (2-oxindoles) and 3,4-dihydroquinol-2-ones was converted to a saturated cyclohexane ring by hydrogenation in the presence of the rhodium complex Cy(CAAC)Rh(cod)Cl. The stereoselectivity of the process was found to be high with respect to both external substituent R1 within the saturated part of the heterocyclic ring and substituent X on the benzene ring. Twenty-one hexahydroindolin-2(3H)-ones (70-99% yield, dr = 83/17 to >99/1) and twelve octahydro-2(1H)-quinolinones (87-96% yield, dr = 64/36 to >99/1) were obtained with the major diastereoisomer exhibiting the hydrogen atoms in an all-cis arrangement. The high tolerance toward functional groups and the compatibility with existing stereogenic centers are key features of the hydrogenation protocol presented here.

Synthesis of γ-lactams via Ru(II)–Pheox-catalyzed regioselective intramolecular Csp3–H insertion of diazoacetamides

Herein, γ-lactam derivatives are obtained in high yield via highly regioselective intramolecular Csp3–H insertion reactions of α-diazoacetamides catalyzed by a rac-Ru(II)–Pheox complex. The catalytic system is applicable to a wide range of diaz

The use of an iodine atom as a leaving group for Bu3SnH-mediated 5-endo-trig radical cyclization of α-halo amides is not recommended

Bu3SnH-mediated 5-endo-trig radical cyclization of N-(cyclohex-1-enyl) α-chloro amides occurred with a high degree of efficiency, whereas the corresponding α-iodo congeners gave only limited quantities of the cyclization products. The cyclizing

Formation of Five-membered Lactams by 5-Endo-Trigonal Radical Cyclisations of 2-Chloro-N-(cycloalk-1-enyl)acetamides: New Synthesis of Erythrinane Skeleton

Free-radical cyclisations of a range of 2-chloro-N-(cycloalk-1-enyl)acetamides have been examined.The enamide 5, upon treatment with Bu3SnH in the presence of azoisobutyronitrile, underwent cyclisation via the carbamoylmethyl radical 6 in a 'disfavoured'

Radical cyclizations of N-vinylic α-chloroacetamides. 5-Endo-trig and 4-exo-trig cyclizations

Bu3SnH mediated radical cyclizations of N-vinylic α-chloroacetamides proceeded in a ''disfavored'' 5-endo-trig manner to give five-membered lactams. Some exceptions where the 4-exo cyclization predominates are also described.

Synthesis of (+/-)-Mesembranol by Radical Cyclisation of α,α-Dichloroacetamides

(+/-)-Mesembranol was synthesised in a highly stereoselective manner using Bu3SnH mediated radical cyclisation of α,α-dichloroacetamide as the key step.

Novel Synthesis of Pyrrolidinones by Cobalt Carbonyl Catalyzed Carbonylation of Azetidines. A New Ring-Expansion-Carbonylation Reaction of 2-Vinylazetidines to Tetrahydroazepinones

Pyrrolidinones can be synthesized in high yields and regioselectivity by the cobalt carbonyl catalyzed carbonylation of azetidines.For 2-substituted azetidines (alkyl, aryl, CH2OH, CH2OR, CH2OCOR, and COOR), carbonyl insertion occurs in the more or less substituted ring carbon-nitrogen bond depending on the kind of substituent group and on the reaction temperature.In the case of 2-vinylazetidines, ring expansion and carbonylation affords seven-membered-ring tetrahydroazepinones.Good functional group tolerance was observed in these reactions.