73770-27-1

Basic information

• Product Name: 1H-Pyrrole, 2,3-dimethyl-1-(phenylmethyl)-
• CAS NO: 73770-27-1
• Molecular Formula: C13H15N
• Molecular Weight: 185.269
• Mol File: 73770-27-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrole, 2,3-dimethyl-1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole, 2,3-dimethyl-1-(phenylmethyl)-(73770-27-1)
• EPA Substance Registry System: 1H-Pyrrole, 2,3-dimethyl-1-(phenylmethyl)-(73770-27-1)

Safety Data

• Hazardous Substances Data: 73770-27-1(Hazardous Substances Data)

Upstream product

• 3230-69-1 3-methyl-1-penten-4-yn-3-ol 
• 55795-29-4 3-hydroxy-3-methylpent-4-en-2-one 
• 6153-05-5 (Z)-3-methylpent-2-en-4-ynol 
• 100-46-9 benzylamine 
• 40364-63-4 5-bromo-3-methylpent-3-en-1-yne 
• 73770-26-0 Acetic acid 1-acetyl-1-methyl-allyl ester 

Relevant articles and documents

General and regioselective synthesis of substituted pyrroles by metal-catalyzed or spontaneous cycloisomerization of (Z)-(2-en-4-ynyl)amines

A general and regioselective synthesis of substituted pyrroles 2 by cycloisomerization of readily available (Z)-(2-en-4-ynyl)amines 1 is reported. Spontaneous cycloisomerization leading to 2 occurred in the course of preparation of enynamines bearing a terminal triple bond or a triple bond substituted with a phenyl or a CH2OTHP group. When the triple bond was substituted with an alkyl or alkenyl group, enynamines were stable and could be converted into the corresponding pyrroles by metal catalysis. CuCl 2 was found to be an excellent catalyst for cycloisomerization of substrates substituted at C-3, while PdX2 in conjunction with KX (X = Cl, I) turned out to be a superior catalyst for the reaction of enynamines unsubstituted at C-3.

Pyrrole Annulation onto Aldehydes and Ketones via Palladium-Catalyzed Reactions

α-Dicarbonyl systems reacted with vinylmagnesium bromide and acetic anhydride to give α-acetoxy-α-vinylalkanones.These substrates react with benzylamine in the presence of tetrakis(triphenylphosphine)palladium to give N-benzylpyrroles with substituents in the two and/or three position.The functiodifferentiated synthesis of α-dicarbonyl compounds from ketones makes this a pyrrole annulation onto any α-methylene carbonyl system.