21994-87-6

Upstream product

• 55991-37-2 4,4-dimethyl-2,3-diphenylcyclobut-2-enone 
• 10409-54-8 2-bromo-2-methyl-1-phenyl-propan-1-one 
• 140-29-4 phenylacetonitrile 
• 7473-98-5 2-hydroxy-2-methylpropiophenone 
• 501-65-5 diphenyl acetylene 
• 14491-02-2 2,2-dimethyl-3-phenyl-2H-azirine 
• 103-82-2 phenylacetic acid 
• 70802-99-2 (3,3-dimethyl-2-phenyl-aziridin-2-yl)-phenyl-acetic acid 

Relevant academic research and scientific papers

VICINAL ALKYLATION OF ALKYNES. A SHORT ROUTE TOWARD Δα,β BUTENOLIDES, FURANS AND CYCLOPENTENONES.

Cyclobutenones 1 which are readily prepared from alkynes and keteniminium salts 2 were regiospecifically converted into Δα,β butenolides 4 or cyclopentenones 7.Reaction of 4 with diisobutylaluminium hydride yielded the corresponding substituted

Copper-Catalyzed [2 + 3] Cyclization of α-Hydroxyl Ketones and Arylacetonitriles: Access to Multisubstituted Butenolides and Oxazoles

A copper-catalyzed [2 + 3] formal cyclization reaction between α-hydroxyl ketones and arylacetonitriles has been developed. The reaction outcome was ultimately dependent on the structure of the α-hydroxy ketones employed. Tertiary α-hydroxy ketones gave 3,4,5,5-tetrasubstituted butenolides as the sole products, while secondary α-hydroxy ketones furnished 2,4,5-trisubstituted oxazoles selectively. This method has many advantages, such as the use of easily available substrates, broad substrate scope, good functional tolerance, and milder reaction conditions.

Alkylation of Nitrile Anions by Tertiary α-Halo Ketones and Nitriles

Potassium salts of nitriles bearing carbethoxy, cyano, or phenyl groups at the α carbon react with tertiary α-halo ketones and nitriles (1-5) in DMSO or HMPA to provide the alkylated β-keto- or β-cyano-β,β-dialkyl nitriles 6-10 in useful yields. (PhCHCN)(-) undergoes cyclization with p-XC6H4COCCl(CH3)2 to produce 2(5H)-furanone 11.Reaction of (Ph2CCN)(-) with PhCOCCl(CH3)2 affords the hydrolyzed ketone 12a and recovered carbon acid, while the anion undergoes oxidative dimerization to NCCPh2CPh2CN with p-O2NC6H4COCCl(CH3)2 with concomitant formation of the reduced ketone p-O2NC6H4COCH(CH3)2 and the hydrolyzed ketone 12b.The alkylations of (-) and (-) with p-O2NC6H4COCX(CH3)2 take place by the SRN1 process.

Arene Hydrides, 8. - SET vs. Nucleophilic Attack in Reactions of α-Bromoisobutyrophenone with Carbanions. Fragmentation of the Anion of Tetrahydrobianthracene

SET is the main reaction pathway between α-bromoisobutyrophenone (1) and the carbanions 7a-j- of diarylmethanes or disubstituted acetonitriles: 7- 7. + e and e + 1 Br- PhCOCMe2. (3).Main secon

ADDITION DE REACTIFS AMBIDENTS DIMETALLIQUES A LA DOUBLE LIAISON AZIRINIQUE

The Ivanov magnesium reagents obtained from aryl-acetic acids add to 3,3-dimethyl-2-phenyl azirine to give β-aziridino acids 4, which are easily transformed into 4-amino lactones 10 and further into butenolides 11.If sodium is substituted for magnesium th