99802-91-2

Basic information

• Product Name: 2-cinnamoyl-1-methyl-1H-imidazole
• Synonyms: 2-cinnamoyl-1-methyl-1H-imidazole
• CAS NO: 99802-91-2
• Molecular Weight: 212.251
• Mol File: 99802-91-2.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 2-cinnamoyl-1-methyl-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-cinnamoyl-1-methyl-1H-imidazole(99802-91-2)
• EPA Substance Registry System: 2-cinnamoyl-1-methyl-1H-imidazole(99802-91-2)

Safety Data

• Hazardous Substances Data: 99802-91-2(Hazardous Substances Data)

Upstream product

• 616-47-7 1-methyl-1H-imidazole 
• 80783-99-9 3-phenyl-N-methoxy-N-methylacrylamide 
• 621-82-9 Cinnamic acid 
• 860772-73-2 1-(1-methyl-1H-imidazole-2-yl)-2-(triphenylphosphoranylidene)-ethanone 
• 100-52-7 benzaldehyde 
• 85692-37-1 1-(1-methyl-1H-imidazol-2-yl)ethan-1-one 
• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 102-92-1 cinnamoyl chloride 
• 19202-21-2 3-phenyl-1-(pyrrolidin-1-yl)prop-2-en-1-one 

Downstream Products

• 1224854-19-6 3-(5-methoxy-1H-indole-3-yl)-1-(1-methyl-1H-imidazol-2-yl)-3-phenylpropan-1-one 
• 1185267-52-0 dimethyl 2-(3-(1-methyl-1H-imidazol-2-yl)-3-oxo-1-phenylpropyl)malonate 

Relevant articles and documents

Asymmetric [3 + 2] Cycloaddition Employing N, N′-Cyclic Azomethine Imines Catalyzed by Chiral-at-Metal Rhodium Complex

An efficient asymmetric 1,3-dipolar cycloaddition of α,β-unsaturated 2-acyl imidazoles with N,N′-cyclic azomethine imines catalyzed by a chiral-at-metal rhodium complex is reported. The corresponding N,N′-bicyclic pyrazolidine derivatives with three conti

Cooperative Lewis Acid Catalysis for the Enantioselective C(sp3)-H Bond Functionalizations of 2-Alkyl Azaarenes

Herein, we describe the enantioselective C(sp3)-H bond functionalizations of 2-alkyl azaarenes using a cooperative dual Lewis acid catalysis. An achiral Lewis acid activates the unactivated azaarene partner without the need for a strong base. Orthogonally, a chiral-at-metal Lewis acid catalyst enables LUMO lowering and induces chirality. This method tolerates a range of complex molecular scaffolds and exhibits good to excellent yields and selectivity while accepting a wide variety of functional groups.

Asymmetric Synthesis of Multi-Substituted Tetrahydrofurans via Palladium/Rhodium Synergistic Catalyzed [3+2] Decarboxylative Cycloaddition of Vinylethylene Carbonates

Unlike the comprehensive development of tandem multi-metallic catalysis, bimetallic synergistic catalysis has been challenging to achieve high stereoselectivity with the generation of multi-stereogenic centers. Herein, an efficient synergistic catalysis for the diastereo- and enantioselective synthesis of multi-substituted tetrahydrofuran derivatives has been developed. Under mild reaction conditions, a series of target molecules with three consecutive stereocenters were synthesized by a palladium(0)/rhodium(III) bimetal-catalyzed asymmetric decarboxylative [3+2]-cycloaddition of vinylethylene carbonates with α,β-unsaturated carbonyl compounds. The corresponding adducts were obtained with moderate to high yields (67 %～98 %) and excellent stereoselectivities (>20 : 1 d.r., up to 99 % ee).

Enantioselective Synthesis of Multisubstituted Spirocyclopentane Oxindoles Enabled by Pd/Chiral Rh(III) Complex Synergistic Catalysis

An asymmetric [3 + 2]-cycloaddition reaction of α,β-unsaturated 2-acyl imidazoles with spirovinylcyclopropanyl-2-oxindoles catalyzed synergistically by an achiral palladium(0) catalyst and a chiral-at-metal rhodium(III) complex has been developed. A series of biologically important 3-spirocyclopentane-2-oxindoles with four contiguous stereocenters were synthesized in high yields (up to 99%) with excellent stereoselectivities (up to 99% ee, 20:1 dr).