88034-35-9

Upstream product

• 15975-93-6 pentacarbonyl((methyl)((tetramethylammonio)oxy)carbene)chromium⁽⁰⁾ 
• 622-29-7 N-Benzylidenemethylamine 
• 100-52-7 benzaldehyde 
• 20540-69-6 pentacarbonyl(methoxymethylcarbene)chromium⁽⁰⁾ 
• 420-37-1 trimethoxonium tetrafluoroborate 
• 4843-72-5 (E)-2-phenylethenyllithium 
• 199620-14-9 chromium⁽⁰⁾ hexacarbonyl 

Downstream Products

• 87965-66-0 tricarbonyl(4-methoxy-2,3,6-triphenylphenol)chromium 
• 64919-60-4 7-methyl-2-phenylchroman-4-one 
• 1148-21-6 8-fluoro-2-phenylchroman-4-one 
• 1220893-39-9 6-fluoro-2-phenylchroman-4-one 
• 1218-75-3 7-bromo-2-phenylchroman-4-one 
• 3034-05-7 6-chloroflavanone 
• 2860-03-9 3-phenyl-2,3-dihydro-1H-benzo[f]chromen-1-one 
• 3034-04-6 6-methoxyflavanone 
• 487-26-3 Flavanone 
• 22680-62-2 4-methoxy-2-phenyl-quinoline 
• 1352188-47-6 C₁₆H₁₄O₂ 
• 1352188-43-2 C₁₉H₂₀O₂ 
• 1352188-40-9 C₁₈H₁₈O₂ 

Relevant academic research and scientific papers

Palladium-Catalyzed [3+3] Annulation of Vinyl Chromium(0) Carbene Complexes through Carbene Migratory Insertion/Tsuji–Trost Reaction

Vinyl chromium(0) Fischer carbene complexes were employed as the source of π-allylic palladium species for catalytic [3+3] annulation under palladium catalysis. Mechanistically, this transformation is proposed to involve carbene migratory insertion and intramolecular Tsuji–Trost reaction as the key steps. Substituted six-membered heterocyclic flavonones and quinolines are obtained, depending on the nucleophilic functional group on the coupling partners.

Iron(II) vinylidenes and chromium carbene complexes in β-lactam synthesis

Reaction of the chromium carbene 7 with toluene-4-sulfonyl chloride and the imine 8a gave 9a (26%). Alternatively reactions of the cationic iron(II) vinylidene reagents 20a,b, and 23a-d with the imines 8a-d and 2-thiazolines 28a-c gave the corresponding azetidinylidene complexes 21a,b, 24a-f, and 29a-d (11-82%). Subsequent oxidation of these complexes using iodosobenzene, pyridine N-oxide, bromine, air, or tetrabutylammonium nitrite gave the monocyclic or bicyclic β-lactams 10a-c, 25a-d, and 30a-c (8-97%).

Application of pentacarbonylchromium carbenes in β-lactam synthesis: Preparation and X-ray crystallographic study of ( 1-methyl-4-phenyl-3(E )-( phenylmethylene )-azetidinylidene)pentacarbonylchromium

The reaction of the tetramethylammonium salt of (1-hydroxyethylidene)pentacarbonylchromium (1c) with toluene-4-sulfonyl chloride and N-benzylidenemethylamine (7a) gave the title azetidine complex 8a (25%), whose structure was confirmed by a crystal structure determination. Subsequent oxidation with pyridine N-oxide gave 1-methyl-4-(phenylmethylene)-2-azetidinone 9a (96%). These reactions were extended to N-(3-methylbenzylidene)methylamine and N-(4-methylbenzylidene)-methylamine.