78348-98-8

Upstream product

• 109-72-8 n-butyllithium 
• 6630-33-7 ortho-bromobenzaldehyde 
• 693-03-8 n-butyl magnesium bromide 
• 78350-68-2 chlorotitanium triisopropoxide 
• 122-56-5 tributyl borane 
• 158918-49-1 N’-(2-bromobenzylidene)-4-methylbenzenesulfonohydrazide 
• 693-04-9 butyl magnesium bromide 

Downstream Products

• 79784-61-5 1-(2-bromo-phenyl)-pentan-1-one 
• 79784-55-7 1-(o-Cyanophenyl)-1-pentanone 
• 1338001-17-4 C₁₆H₂₃BrO₂ 
• 1338001-23-2 C₁₄H₂₃BrOSi 
• 1073174-92-1 C₁₈H₂₂O 
• 1073174-87-4 C₁₄H₂₄OSi 
• 1073174-91-0 C₁₄H₂₀O 
• 1338001-18-5 C₁₈H₃₀O₂Si 
• 73178-44-6 1-(2-methylphenyl)-1-pentanol 
• 3413-15-8 butylphthalide 

Relevant academic research and scientific papers

SILICON-BASED CROSS COUPLING AGENTS AND METHODS OF THEIR USE

Compositions and methods using silicon-based cross-coupling agents in the formation of carbon-carbon and carbon-nitrogen bonds are described.

Cu-MEDIATED ANNULATION FOR THE EFFECTIVE SYNTHESIS OF 3-SUBSTITUTED PHTHALIDES

The present invention disclosed herein is a novel commercially feasible, one pot synthesis of library of 3-substituted phthalides of formula I via CuCN mediated oxidative cyclization in high yield. Formula I

Cu-MEDIATED ANNULATION FOR THE EFFECTIVE SYNTHESIS OF 3-SUBSTITUTED PHTHALIDES

The present invention disclosed herein is a novel commercially feasible, one pot synthesis of library of 3-substituted phthalides of formula I via CuCN mediated oxidative cyclization in high yield. Formula I

SILICON-BASED CROSS COUPLING AGENTS AND METHODS OF THEIR USE

Compositions and methods using silicon-based cross-coupling agents in the formation of carbon-carbon and carbon-nitrogen bonds are described.

Anion relay chemistry: Access to the type II ARC reaction manifold through a fundamentally different reaction pathway exploiting 1-oxa-2-silacyclopentanes and related congeners

Distinctly different: Two 1-oxa-2-silacyclopentenes and a saturated congener have been synthesized and demonstrated to provide access to type II anion relay chemistry (ARC) through a fundamentally new mechanistic pathway. Similar to previous studies, but contrary to initial hypothesis, Brook rearrangement additives (hexamethylphosphoramide and CuI) are necessary to promote Si migration and anion capture.

Alkylation of Aldehyde (Arenesulfonyl)hydrazones with Trialkylboranes

(Arenesulfonyl)hydrazone derivatives of aryl aldehydes are readily alkylated by trialkylboranes in the presence of base to generate new organoboranes that may be converted to the corresponding substituted alkanes or alcohols depending upon the reaction conditions chosen. Both tosyl- and trisylhydrazone derivatives can be utilized in the reaction, which tolerates a variety of functional groups, making it a versatile alternative to both the Grignard and Suzuki-coupling reactions.

A Facile Alkylation of Aryl Aldehyde Tosylhydrazone with Trialkylboranes

Trialkylboranes readily alkylate aryl aldehyde tosylhydrazones to produce either the corresponding arylalkane or aryl alcohol in excellent yields.

Synthesis of α-Hydroxy Ketones by Direct, Low-Temperature, in Situ Nucleophilic Acylation of Aldehydes and Ketones by Acyllithium Reagents

The reaction of n-, sec-, and tert-butyllithium with CO at atmospheric pressure at -110 and -135 deg C in the appropriate solvent system in the presence of ketones and aldehydes generates the acyllithium, RC(O)Li, which reacts with the carbonyl compound to give the α-hydroxy ketone, generally in good yield.Reactions with aldehydes are limited in scope, working well with the t-BuLi-derived acyllithium reagents, but not with n-BuC(O)Li.

Selectivities in the Reactions of Alkyl-, Aryl- and Heterosubstituted Organotitanium Compounds

Solutions of the title compounds R-Ti(OR')3 (1) are generally available from organolithium (or magnesium) derivatives according to equation 1.It is shown (table 1) that some heterosubstituted organotitanium compounds are more stable thermally than their lithium counterparts.The reagents 1 are highly selective carbonylophiles (Tables 1 and 2), their reactivity can be modified by variation of the R'O-group (Table 3) and with the chiral (S)-2-methyl-1-butoxy group an enantioselective addition can be achieved.

Deactivation of Triplet Phenyl Alkyl Ketones by Conjugatively Electron-Withdrawing Substituents

Para-cyano, -carbomethoxy, and -acyl substituents decrease the triplet reactivity of valerophenone (γ-hydrogen abstraction), whereas comparable meta substituents increase reactivity.Spectroscopic results are presented which indicate that para-(-R) substituents lower ?,?* triplet energies so much more than n,?* energies that the lowest triplets become largely ?,?* in nature.Meta-(-R) substituents do not stabilize ?,?* triplets enough to invert triplet levels.Both substitution patterns support a largely 1,4-biradical structure for the lowest ?,?* triplet of acylbenzenes.Ortho substituents show the usual steric anomalies: ortho cyano enhances valerophenone triplet reactivity by stabilizing the n,?* triplet; ortho carbomethoxy deactivates valerophenone by stabilizing the ?,?* triplet but not the n,?.*