109028-59-3

Basic information

• Product Name: 1H-Pyrrolizine, 2,3-dihydro-5,7-diphenyl-
• CAS NO: 109028-59-3
• Molecular Formula: C19H17N
• Molecular Weight: 259.351
• Mol File: 109028-59-3.mol

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrolizine, 2,3-dihydro-5,7-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolizine, 2,3-dihydro-5,7-diphenyl-(109028-59-3)
• EPA Substance Registry System: 1H-Pyrrolizine, 2,3-dihydro-5,7-diphenyl-(109028-59-3)

Safety Data

• Hazardous Substances Data: 109028-59-3(Hazardous Substances Data)

Upstream product

• 614-47-1 1,3-diphenyl-propen-3-one 
• 123-75-1 pyrrolidine 
• 120-46-7 1,3-diphenylpropanedione 

Downstream Products

• 116673-99-5 (5,7-Diphenyl-2,3-dihydro-1H-pyrrolizin-6-yl)-essigsaeureethylester 

Relevant articles and documents

C-H functionalization of cyclic amines: Redox-annulations with α,β-unsaturated carbonyl compounds

Cyclic amines such as pyrrolidine and 1,2,3,4-tetrahydroisoquinoline undergo redox-annulations with α,β-unsaturated aldehydes and ketones. Carboxylic acid promoted generation of a conjugated azomethine ylide is followed by 6π-electrocylization, and, in so

3,4-Dihydro-2H-pyrrole-2-carbonitriles: Useful Intermediates in the Synthesis of Fused Pyrroles and 2,2′-Bipyrroles

Various heterocyclic structures containing the pyrrole moiety have been synthesized from easily accessible 3,4-dihydro-2H-pyrrole-2-carbonitriles in one-pot procedures. 5,6,7,8-Tetrahydroindolizines, 2,3-dihydro-1H-pyrrolizines as well as 6,7,8,9-tetrahydro-5H-pyrrolo[1,2-a]azepines were obtained from these precursors in high yields in an alkylation/annulation sequence. The same conditions were applied in the synthesis of a 5,8-dihydroindolizine, which could easily be transformed to the corresponding indolizine by dehydrogenation. Furthermore, oxidative couplings of 3,4-dihydro-2H-pyrrole-2-carbonitriles with copper(II)-salts furnished 2,2′-bipyrroles as well as 5,5′-bis(5-cyano-1-pyrrolines), depending on the reaction conditions. Overall, these methods give high yielding access to a variety of pyrrole-containing heterocyles in two steps from commercially available starting materials.

A one pot synthesis of 5,7-diphenyl-2,3-dihydro-1H-pyrrolizine

5,7-Diphenyl-2,3-dihydro-1H-pyrrolizidine was synthesized from dibenzoylmethane and pyrrolidine in one step on 60% yield.

Retro-Claisen condensation versus pyrrole formation in reactions of amines and 1,3-diketones

Cyclic amines and 1,3-diketones readily react under microwave irradiation to form ring-fused pyrroles in a single operation. A competing retro-Claisen pathway is efficiently suppressed by employing p-toluenesulfonic acid as an additive.

Synthesis in dry media coupled with microwave irradiation: Application to the preparation of enaminoketones

β-diketones react with a variety of amines and aminoesters over clay K10 or silica under microwave irradiation in open vessels to give within a few minutes, the corresponding enaminoketones with good yields. According to the reaction conditions acylamines may also result.