16307-59-8

Basic information

• Product Name: 2-Phenyl-3-phthalimidyl-1-propene
• Synonyms: 2-(2-Phenyl-2-propenyl)-1H-isoindole-1,3(2H)-dione;2-Phenyl-3-phthalimidyl-1-propene;N-(2-Phenylallyl)phthalimide
• CAS NO: 16307-59-8
• Molecular Formula: C₁₇H₁₃NO₂
• Molecular Weight: 263.29
• Mol File: 16307-59-8.mol
• Article Data: 17

Chemical Properties

• Melting Point: 118-119 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 428.8±34.0 °C(Predicted)
• Appearance: /
• Density: 1.231±0.06 g/cm3(Predicted)
• PKA: -2.23±0.20(Predicted)
• CAS DataBase Reference: 2-Phenyl-3-phthalimidyl-1-propene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenyl-3-phthalimidyl-1-propene(16307-59-8)
• EPA Substance Registry System: 2-Phenyl-3-phthalimidyl-1-propene(16307-59-8)

Safety Data

• Hazardous Substances Data: 16307-59-8(Hazardous Substances Data)

Upstream product

• 3360-54-1 3-bromo-2-phenylprop-1-ene 
• 1074-82-4 potassium phtalimide 
• 5428-09-1 3-phthalimido-1-propene 
• 17763-67-6 Phenyl triflate 
• 1103882-55-8 N-benzoyl-N-(2-bromoprop-2-enyl)benzamide 
• 688-73-3 tri-n-butyl-tin hydride 
• 98-83-9 isopropenylbenzene 
• 2439-85-2 N-bromophthalimide 
• 136918-14-4 phthalimide 
• 5155-87-3 3-phenylbut-3-enoic acid 
• 86451-26-5 2,2'-(phenyl-λ³-iodanediyl)bis(isoindoline-1,3-dione) 
• 98-86-2 acetophenone 
• 524-38-9 N-hydroxyphthalimide 
• 84379-72-6 1,3-dioxoisoindolin-2-yl 3,3-dimethylbutanoate 

Downstream Products

• 56132-76-4 chlorhydrate de l'amino-3 phenyl-2 propene 
• 85278-20-2 1,2-dichloro-2-phenyl-3-phthalimidopropane 
• 85278-16-6 2,3-dibromo-2-phenylphthalimidopropane 
• 93605-82-4 (E)-1-bromo-2-phenyl-3-phthalimidopropene 
• 93605-78-8 (E)-2-phenyl-3-bromoallylamine hydrochloride 
• 85278-19-9 2-phenyl-3,3-dibromoallylamine hydrochloride 
• 85278-22-4 (Z)-1-chloro-2-phenyl-3-phthalimidopropane 
• 85278-21-3 (E)-1-chloro-2-phenyl-3-phthalimidopropene 
• 85278-24-6 (E)-2-phenyl-3-chloroallylamine hydrochloride 
• 85278-23-5 (Z)-3-chloro-2-phenylallylamine hydrochloride 
• 16307-60-1 N-(2-Phenyl-2-propenyl)aethylcarbamat 
• 1428154-28-2 4-[(2-phenylallylamino)methyl]furan-2(5H)-one 
• 1428154-23-7 tert-butyl 2-phenylylallyl[(5-oxo-2,5-dihydrofuran-3-yl)methyl]carbamate 
• 112424-29-0 (R)-2-(2-phenylpropyl)isoindoline-1,3-dione 

Relevant articles and documents

Regioselective palladium-catalyzed synthesis of β-arylated primary allylamine equivalents by an efficient Pd-N coordination

A highly regioselective Heck arylation, utilizing aryl triflates and a palladium/dppf catalytic system, can be performed at the internal, β-carbon of Boc- and phthalimido-protected allylamines, yielding arylated primary allylamine equivalents. The very high regioselectivity obtained with secondary Boc-protected allylamides is suggested to be caused by an efficient coordination between an anionic nitrogen and palladium. Single-mode microwave irradiation has been utilized to shorten the reaction times and, in the case of Boc-protected allylamides, to improve the yields of two electron-poor aryl triflates.

Preparation method of fused ring compound containing indole skeleton

The invention discloses a preparation method of a fused ring compound containing an indole skeleton. The preparation method comprises the following steps: carrying out intramolecular Heck reaction under the action of a palladium catalyst, a ligand, an add

Highly Enantioselective Iridium-Catalyzed Hydrogenation of 2-Aryl Allyl Phthalimides

The iridium-catalyzed asymmetric hydrogenation of 2-aryl allyl phthalimides to afford enantioenriched β-aryl-β-methyl amines is presented. Recently developed Ir-MaxPHOX catalysts are used for this enantioselective transformation. The mild reaction conditions and the feasible removal of the phthalimido group makes this catalytic method easily scalable and of great interest to afford chiral amines. The importance of this new methodology is exemplified by the formal synthesis of (R)-Lorcaserin, OTS514, and enantiomerically enriched 3-methyl indolines.

N-bromoimide/DBU combination as a new strategy for intermolecular allylic amination

Allylic amination reactions of alkenes, with an NBP (N-bromophthalimide) or NBS (N-bromosuccinimide)/DBU combination, were developed, in which both internal and external nitrogen nucleophiles can be installed directly. Dual activation of NBS or NBP by DBU leads to more electrophilic bromine and more nucleophilic nitrogen atoms simultaneously. This protocol may provide a novel and complementary access to allylic amination under mild conditions.