497179-39-2

Basic information

• Product Name: 1H-Indole, 1-(phenylmethyl)-3-(2-propenyl)-
• CAS NO: 497179-39-2
• Molecular Formula: C18H17N
• Molecular Weight: 247.34
• Mol File: 497179-39-2.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 1-(phenylmethyl)-3-(2-propenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 1-(phenylmethyl)-3-(2-propenyl)-(497179-39-2)
• EPA Substance Registry System: 1H-Indole, 1-(phenylmethyl)-3-(2-propenyl)-(497179-39-2)

Safety Data

• Hazardous Substances Data: 497179-39-2(Hazardous Substances Data)

Usage

Chemical Class

Indole

Appearance

Pale yellow liquid

Odor

Strong, floral

Common Uses

Production of perfumes and fragrances; found in essential oils

Properties

Antimicrobial, antioxidant

Industrial Uses

Synthesis of pharmaceuticals and other organic compounds

Safety Precautions

Harmful if ingested or inhaled; should be handled in a controlled environment

Upstream product

• 100-39-0 benzyl bromide 
• 3377-71-7 N-benzylindole 
• 106-95-6 allyl bromide 
• 1019995-85-7 3-allyl-1-benzyl-2-oxo-2,3-dihydroindole 
• 1217-89-6 1-benzylisatin 
• 6089-04-9 3-(tetrahydropyran-2'-yloxy)propyne 
• 16886-09-2 3-allylindole 
• 100-44-7 benzyl chloride 
• 120-72-9 indole 
• 91-56-5 indole-2,3-dione 
• 3359-49-7 3-benzylideneoxindole 
• 1314970-51-8 3-allyl-3-benzyl-1-(2-bromobenzyl)indoline 
• 1314970-49-4 3-allyl-3-benzyl-1-(2-bromobenzyl)indolin-2-one 
• 1314970-48-3 3,3-diallyl-1-(2-bromobenzyl)indoline 

Downstream Products

• 1438392-88-1 (4aR,9aR)-4a-allyl-9-benzyl-3-phenyl-4,4a,9,9a-tetrahydro-[1,2]oxazino[6,5-b]indole 
• 1435466-91-3 C₃₂H₃₃NO₅ 
• 497179-36-9 dimethyl 2-[(9-benzyl-4,9-dihydro-1H-carbazol-1-yl)methyl]malonate 
• 497179-35-8 dimethyl 2-[(3E)-2-(3-allyl-1-benzyl-1H-indol-2-yl)-4-phenyl-3-butenyl]malonate 
• 497179-34-7 dimethyl 2-[2-(3-allyl-1-benzyl-1H-indol-2-yl)-3-butenyl]malonate 

Relevant articles and documents

Reductive aromatization of oxindoles to 3-substituted indoles

A practical and scalable approach for the synthesis of 3-substituted indoles is delineated via hydride nucleophilic addition to 3-substituted-2-oxindoles. The reaction proceeds through reductive aromatization involving indolinium ion intermediate. A wide range of 3-functionalized indoles have been synthesized. The method is employed for the synthesis of 3,3?-bis-indoles and a dimeric 3-indole derivative. Moreover, this protocol is used to obtain naturally occuring amino acid tryptamine.

Highly diastereoselective oxa-[3+3] cyclization with C,N-cyclic azomethine imines: Via the copper-catalyzed aerobic oxygenated CC bond of indoles

Herein, a copper-catalyzed highly diastereoselective aerobic oxygenated [3+3] cyclization of 3-substituted indoles with C,N-cyclic azomethine imines using oxygen as the sole oxidant under mild conditions has been developed. This protocol provides a simple and convenient approach for constructing [2,3]-fused indoline O-heterocycles bearing two pharmaceutically intriguing parts, tetrahydroisoquinoline and indoline. Good yields and excellent diastereoselectivity under mild reaction conditions were observed.

Catalytic diastereo- and enantioselective annulations between transient nitrosoalkenes and indoles

Caught in transition: An efficient catalytic system is the key to the successful development of the first highly diastereo- and enantioselective annulation reaction between indoles and transient nitrosoalkenes. This robust reaction affords structurally unique architectures with up to three new chiral centers. The products can be readily elaborated into other indoline-based chiral heterocyclic motifs, including those of pyrrolidinoindoline alkaloids. Copyright