2892-42-4

Basic information

• Product Name: 1β,2β,3α-Tribenzoylcyclopropane
• Synonyms: 1α,2α,3β-Tribenzoylcyclopropane;1β,2β,3α-Tribenzoylcyclopropane
• CAS NO: 2892-42-4
• Molecular Formula: C₂₄H₁₈O₃
• Molecular Weight: 354.39792
• Mol File: 2892-42-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1β,2β,3α-Tribenzoylcyclopropane(CAS DataBase Reference)
• NIST Chemistry Reference: 1β,2β,3α-Tribenzoylcyclopropane(2892-42-4)
• EPA Substance Registry System: 1β,2β,3α-Tribenzoylcyclopropane(2892-42-4)

Safety Data

• Hazardous Substances Data: 2892-42-4(Hazardous Substances Data)

Upstream product

• 13665-04-8 2,2-dibromoacetophenone 
• 98-86-2 acetophenone 
• 14900-39-1 phenylvinylboronic acid 
• 98-81-7 1-bromovinylbenzene 
• 91523-92-1 2-((1-phenylvinyl)oxy)isoindoline-1,3-dione 
• 959-28-4 1,4-diphenylbut-2-ene-1,4-dione 
• 100-42-5 styrene 
• 102921-26-6 (1,2-dibromoethyl)benzene 
• 1074-12-0 phenylglyoxal hydrate 
• 6048-29-9 triphenylphenacylphosphonium bromide 
• 19158-66-8 1-(2-oxo-2-phenylethyl)tetrahydrothiophenium bromide 
• 70-11-1 α-bromoacetophenone 
• 81477-94-3 N-(diphenylmethylene)glycine tert-butyl ester 

Relevant articles and documents

Cyclotrimerization for the Synthesis of Cyclopropanes

The synthesis of small rings by functionalization of C(sp3)-H bonds remains a great challenge. We report for the first time a copper-catalyzed [1+1+1] cyclotrimerization of acetophenone derivatives under mild reaction conditions. The reaction has a broad scope for the stereoselective synthesis of cyclopropanes by trimerization of acetophenone. The developed transformation is based on an extraordinary copper-catalyzed cascade process that allows saturated carbocycles to be obtained for the first time by cyclotrimerization through functionalization of C(sp3)-H bonds. The cascade of sixfold C(sp3)-H bond functionalization allows the synthesis of cyclopropanes in a highly stereoselective approach. Give it a tri: Copper-catalyzed oxidative [1+1+1] cyclotrimerization of acetophenone derivatives under mild reaction conditions and with a broad reaction scope has been developed. This transformation is a radical cascade process that allows saturated carbocycles to be obtained by cyclotrimerization through functionalization of C(sp3)-H bonds.

One-pot synthesis of cyclopropane derivatives with a cis : Trans stereoselectivity by Wittig olefination-sulfur ylide cyclopropanation sequence

Cyclopropane derivatives were synthesised in one pot from aromatic aldehydes, phenacyltriphenylphosphonium bromide, and S-phenacylthiolanium bromide by a Wittig olefination-sulfur ylide cyclopropanation sequence. When Cs2CO3 was used as the base and CH3CN/water (8:2, v/v) as the solvent, the major product was the cis-1,2-dibenzoyl cyclopropane. In contrast, when using DBU as the base and MeOH as the solvent, the major product was transdibenzoyl cyclopropane. In some cases, the major isomer was obtained in high purity and good yield by simple filtration.

Enantioselective synthesis of aroylalanine derivatives

In this paper we report the development of a highly enantioselective method for the synthesis of aroylalanines. The approach described employs a protected 2-amino-4-bromopent-4-enoic acid, generated via the asymmetric phase-transfer catalyzed alkylation of a glycine imine, as a key intermediate. Suzuki coupling with an aryl boronic acid followed by ozonolysis of the resulting styrene provides efficient access to the aroylalanine derivatives. The utility of this methodology is illustrated by the synthesis of L-kynurenine along with several aroylalanine inhibitors of the kynurenine pathway.